IP Library › Granted Patent US 8,143,292

Granted Patent B2

US 8,143,292 · App. 11/994,812 · Granted Mar 27, 2012

N-Thio-anthranilamid compounds and their use as pesticides

Assignee: BASF SE

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Patent No.: US 8,143,292
App. No.: 11/994,812
Granted: Mar 27, 2012
Kind: B2

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Abstract

N-Thio-anthranilamid compounds of formula (I) wherein A is a group selected from A 1 and A 2 wherein the variables and the indices are as defined per the description, processes for preparing the compounds I, pesticidal compositions comprising compounds I, use of compounds I for the control of insects, acarids or nematodes, and methods for treating, controlling, preventing or protecting animals against infestation or infection by parasites by use of compounds of formula I.

Claims (309)

1. A compound of formula I having the following structure,

wherein,

R 1 is hydrogen; or C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, or C 3 -C 8 -cycloalkyl, each of which is unsubstituted or substituted with 1 to 5 groups independently selected from halogen, cyano, nitro, hydroxy, C 1 -C 10 -alkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 2 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino and C 3 -C 8 -cycloalkylamino; or C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl;

A is a group selected from A 1 and A 2

wherein, # denotes the binding site, and

m is 2;

n is 0 or 1;

R 2 and R 3 each independently are R 6 , —C(=G)R 7 , —C(═NOR 7 )R 7 , —C(═NNR 7 2 )R 7 , —C(=G)OR 7 , —C(=G)NR 7 2 , —OC(=G)R 7 , —OC(=G)OR 7 , —NR 7 C(=G)R 7 , —N[C(=G)R 7 ]2, —NR 7 C(=G)OR 7 , —C(=G)NR 7 —NR 7 2 , —C(=G)NR 7 —NR 7 [C(=G)R 7 ], —NR 7 —C(=G)NR 7 2 , —NR 7 —NR 7 C(=G)R 7 , —NR 7 —N[C(=G)R 7 ] 2 , —N[(C=G)R 7 ]—NR 7 2 , —NR 7 —NR 7 [(C=G)GR 7 ], —NR 7 [(C=G)NR 7 2 , —NR 7 [C═NR 7 ]R 7 , —NR 7 (C═NR 7 )NR 7 2 , —O—NR 7 2 , —O—NR 7 (C=G)R 7 , —SO 2 NR 7 2 , —NR 7 SO 2 R 7 , —SO 2 OR 7 , —OSO2R 7 , —OR 7 , —NR 7 2 , —SR 7 , —SiR 7 3 , —PR 7 2 , —P(=G)R 7 , —SOR 7 , —SO 2 R 7 , —PG 2 R 7 2 , or —PG 3 R 7 2 ; or

R 2 and R 3 together with the sulfur atom to which they are attached form a saturated, partially unsaturated or unsaturated 3- to 8-membered ring which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, which ring can be fused with one or two saturated, partially unsaturated or unsaturated 5- to 6-membered rings which may contain 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein all of the above rings are unsubstituted or substituted by any combination of 1 to 6 groups R 8 ;

G is oxygen or sulfur;

R 6 is C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl, C 2 -C 20 -alkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkenyl, C 3 -C 8 -cycloalkynyl, phenyl, naphthyl, biphenyl, or a saturated, partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein all of these groups are unsubstituted or substituted by any combination of 1 to 6 groups R 8 ;

R 7 is hydrogen or R 6 ;

R 8 is R 9 ; or two groups R 8 together with the atoms to which they are attached form a saturated, partially unsaturated or unsaturated 3- to 8-membered ring system which may contain 1 to 4 heteroatoms/heterogroups selected from oxygen, nitrogen, sulfur, SO and SO 2 , and which ring system is unsubstituted or substituted with any combination of 1 to 6 groups R 9 ;

R 9 is R 10 , R 11 , —C(=G)R 10 , —C(═NOR 10 )R 10 , —C(═NNR 10 2 )R 10 , —C(=G)OR 10 , —C(=G)NR 10 2 , —OC(=G)R 10 , —OC(=G)R 10 , —NR 10 C(=G)R 10 , —N[C(=G)R 10 ]2, —NR 10 C(=G)OR 10 , —C(=G)NR 10 —NR 10 2 , —C(=G)NR 10 —NR 10 [C(=G)R 10 ], —NR 10 —C(=G)NR 10 2 , —NR 10 —NR 10 C(=G)R 10 , —NR 10 —N[C(=G)R 10 ] 2 , —N[(C=G)R 10 ]—NR 10 2 , —NR 10 —NR 10 [(C=G)GR 10 ], NR 10 [(C=G)NR 10 2 , —NR 10 [C═NR 10 ]R 10 , —NR 10 (C═NR 10 )NR 10 2 , —O—NR 10 2 , —O—NR 10 (C=G)R 10 , —SO 2 NR 10 2 , —NR 10 SO 2 R 10 , —SO 2 OR 10 , —OSO2R 10 , —OR 10 , —NR 10 2 , —SR 10 , —SiR 10 3 , —PR 10 2 , —P(=G)R 10 , —SOR 10 , —SO 2 R 10 , —PG 2 R 10 2 , —PG 3 R 10 2 or two groups R 9 together are (=G), (═N—R 10 ), (═CR 10 2 ), (═CHR 10 , or (═CH 2 );

R 10 is C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, C 4 -C 8 -cycloalkenyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkyl, C 2 -C 10 -alkenyl-C 3 -C 8 -cycloalkyl, C 2 -C 10 -alkynyl-C 3 -C 8 -cycloalkyl, C 1 -C 10 -alkyl-C 4 -C 8 -cycloalkenyl, C 2 -C 10 -alkenyl-C 4 -C 8 -cycloalkenyl, C 2 -C 10 -alkynyl-C 4 -C 8 -cycloalkenyl, a saturated, partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein the above groups are unsubstituted or substituted with any combination of from 1 to 6 groups R 11 ;

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, formyl, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxy, C 2 -C 10 -alkenyloxy, C 2 -C 10 -alkynyloxy, C 1 -C 10 -haloalkoxy, C 3 -C 10 -haloalkenyloxy, C 3 -C 10 -haloalkynyloxy, C 3 -C 8 -cycloalkoxy, C 4 -C 8 -cycloalkenyloxy, C 3 -C 8 -halocycloalkoxy, C 4 -C 8 -halocycloalkenyloxy, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkoxy, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkoxy, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenyloxy, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenyloxy, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenyloxy, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenyloxy, C 1 -C 4 alkoxy-C 1 -C 10 -alkoxy, C 1 -C 4 -alkoxy-C 2 -C 10 -alkenyloxy, mono- or di(C 1 -C 10 -alkyl)carbamoyl, mono- or di(C 1 -C 10 -haloalkyl)carbamoyl, mono- or di(C 3 -C 8 -cycloalkyl)carbamoyl, C 1 -C 10 -alkoxycarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 1 -C 10 -alkylcarbonyloxy, C 3 -C 8 -cyclo alkylcarbonyloxy, C 1 -C 10 -haloalkoxycarbonyl, C 1 -C 10 -haloalkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -haloalkanamido, C 2 -C 10 -alkenamido, C 3 -C 8 -cycloalkanamido, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkanamido, C 2 -C 10 -alkenylthio, C 2 -C 10 -alkynylthio, C 2 -C 10 -haloalkenylthio, C 2 -C 10 -haloalkynylthio, C 3 -C 8 -cycloalkylthio, C 3 -C 8 -cycloalkenylthio, C 3 -C 8 -halocycloalkylthio, C 3 -C 8 -halocycloalkenylthio, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylthio, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylthio, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylthio, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylthio, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylthio, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylthio, C 1 -C 10 -alkylsulfinyl, C 2 -C 10 -alkenylsulfinyl, C 2 -C 10 -alkynylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 2 -C 10 -haloalkenylsulfinyl, C 2 -C 10 -haloalkynylsulfinyl, C 3 -C 8 -cycloalkylsulfinyl, C 3 -C 8 -cycloalkenylsulfinyl, C 3 -C 8 -halocycloalkylsulfinyl, C 3 -C 8 -halocycloalkenylsulfinyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylsulfinyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylsulfinyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylsulfinyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylsulfinyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylsulfinyl, alkenyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylsulfinyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 2 -C 10 -alkenylsulfonyl, C 2 -C 10 -alkynylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 2 -C 10 -haloalkenylsulfonyl, C 2 -C 10 -haloalkynylsulfonyl, C 3 -C 8 -cycloalkylsulfonyl, C 3 -C 8 -cycloalkenylsulfonyl, C 3 -C 8 -halocycloalkylsulfonyl, C 3 -C 8 -halocycloalkenylsulfonyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylsulfonyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylsulfonyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylsulfonyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylsulfonyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylsulfonyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylsulfonyl, di(C 1 -C 10 -alkyl)amino, C 1 -C 10 -alkylamino, C 2 -C 10 -alkenylamino, C 2 -C 10 -alkynylamino, C 1 -C 10 -alkyl-C 2 -C 10 -alkenylamino, C 1 -C 10 -alkyl-C 2 -C 10 -alkynylamino, C 1 -C 10 -haloalkylamino, C 2 -C 10 -haloalkenylamino, C 2 -C 10 -haloalkynylamino, C 3 -C 8 -cycloalkylamino, C 3 -C 8 -cycloalkenylamino, C 3 -C 8 -halocycloalkylamino, C 3 -C 8 -halocycloalkenylamino, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylamino, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylamino, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylamino, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylamino, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylamino, tri(C 1 -C 10 -alkyl)silyl, aryl, aryloxy, arylthio, arylamino, aryl-C 1 -C 4 -alkoxy, aryl-C 3 -C 4 -alkenyloxy, aryl-C 1 -C 4 -alkylthio, aryl-C 2 -C 4 -alkenylthio, aryl-C 1 -C 4 -alkylamino, aryl-C 3 -C 4 -alkenylamino, aryl-di(C 1 -C 4 -alkyl)silyl, triarylsilyl,

wherein aryl is phenyl, naphthyl or biphenyl, or a saturated, partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein said aryl and heteroatom cyclic ringsystems are unsubstituted or substituted with any combination of from 1 to 6 groups selected from halogen, cyano, nitro, amino, hydroxy, mercapto, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 3 -C 8 -cycloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, di(C 1 -C 4 -alkyl)amino, C 1 -C 4 -alkylamino, C 1 -C 4 -haloalkylamino, formyl and C 1 -C 4 -alkylcarbonyl;

R 4 is NR 12 R 13 ;

R 12 and R 13 are each independently hydrogen; or C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl or C 2 -C 20 -alkynyl, each of which is unsubstituted or substituted with any combination of 1 to 6 groups selected from C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, cyano, nitro, formyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, C 3 -C 8 -cycloalkyl, and phenyl, wherein phenyl itself is unsubstituted or substituted by 1 to 4 substituents selected from halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkyloxycarbonyl, trifluoromethylsulfonyl, formyl, nitro and cyano; or C 1 -C 20 -haloalkyl, C 2 -C 20 -haloalkenyl, C 2 -C 20 -haloalkynyl, C 5 -C 10 -cycloalkenyl, or a saturated or partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, or phenyl or naphthyl, wherein this ring system and phenyl or naphthyl themselves are unsubstituted or substituted by 1 to 4 substituents selected from halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkyloxycarbonyl, trifluoromethylsulfonyl, formyl, nitro and cyano; or

R 12 and R 13 together with the nitrogen atom to which they are attached form a saturated or partially unsaturated 5- to 8-membered heterocycle which besides the one nitrogen atom contains 0 to 2 further heteroatoms selected from oxygen, nitrogen, sulfur, and may contain 1 or 2 carbonyl groups or thiocarbonyl groups and which is unsubstituted or substituted by from 1 to 4 groups selected from C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkyl;

R 5 is hydrogen; or C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl, C 2 -C 20 -alkynyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkylaminocarbonyl, C 1 -C 4 -alkoxycarbonyl, each of which is unsubstituted or substituted by from 1 to 6 groups selected from C 1 -C 4 -alkoxy, C 1 -C 4 -alkylthio, cyano, nitro, formyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, C 1 -C 4 -alkylsulfinyl, C 1 -C 4 -alkylsulfonyl, C 3 -C 8 -cycloalkyl, and phenyl, wherein phenyl itself is unsubstituted or substituted by 1 to 4 substituents selected from halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkyloxycarbonyl, trifluoromethylsulfonyl, formyl, nitro and cyano; or

C 1 -C 20 -haloalkenyl, C 2 -C 20 -haloalkynyl, C 5 -C 10 -cycloalkenyl, or a saturated or partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, or phenyl or naphthyl, wherein this ring system and phenyl or naphthyl themselves are unsubstituted or substituted by 1 to 4 substituents selected from halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkyloxycarbonyl, trifluoromethylsulfonyl, formyl, nitro and cyano;

Q 1 and Q 2 each independently are hydrogen, halogen, cyano, SCN, nitro, hydroxy, C 1 -C 10 -alkyl, C 1 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkylsulfonyloxy, C 1 -C 10 -haloalkylsulfonyloxy, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cyclalkylamino, alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl, or tri(C 1 -C 10 )-alkylsilyl, or

Q 1 and Q 2 are each independently phenyl, benzyl or phenoxy, wherein each ring is unsubstituted or substituted with any combination of from 1 to 3 substituents independently selected from the group halogen, cyano, nitro, C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

Q 3 is halogen; or C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkyl, C 1 -C 10 -haloalkyl-C 3 -C 8 -cycloalkyl, each unsubstituted or independently substituted with 1 to 2 groups selected from cyano, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, and C 1 -C 10 -alkoxycarbonyl; or

Q 3 is OR 14 , S(O) q R 14 , NR 15 R 16 , OS(O) 2 R 7 , NR 16 S(O) 2 R 17 , C(S)NH 2 , C(R 18 )═NOR 18 , C 3 -C 8 cycloalkyl-C 1 -C 4 , C 1 -C 10 -alkylaminothiocarbonyl, or di(C 1 -C 10 -alkyl)aminothiocarbonyl;

R 14 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, or C 1 -C 10 -haloalkylcarbonyl, each unsubstituted or substituted with one R 19 ;

R 15 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, or C 1 -C 10 -haloalkylcarbonyl, each unsubstituted or substituted with one R 19 ;

R 16 is hydrogen; or C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, or C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with one R 19 ;

R 17 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, or C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with one R 19 ;

R 19 is cyano, nitro, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylamino, or di(C 1 -C 10 -alkyl)amino; or

R 19 is phenyl or a heteroaromatic 5- or 6-membered ring which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, the phenyl radical and the heteroaromatic ring being unsubstituted or substituted with any combination of from 1 to 3 groups selected from halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

R 18 in each instance is hydrogen, C 1 -C 10 -alkyl, or C 1 -C 10 -haloalkyl;

q is 0, 1 or 2;

Q 4 is halogen, cyano, nitro, hydroxy, COOH, C(O)NH 2 , C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl or tri(C 1 -C 10 )-alkylsilyl; or

Q 4 is phenyl, benzyl, benzyloxy, phenoxy, a 5- or 6-membered heteroaromatic ring which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur or an aromatic 8-, 9- or 10-membered fused heterobicyclic ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein each of the above ring systems is unsubstituted or substituted with any combination of from 1 to 3 groups selected from halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

X and Y are each independently oxygen or sulfur;

V and V′ are each independently N or CQ 2 ;

W is N, CH or CQ 4 ; and

p is 0, 1, 2, 3, or 4;

or the enantiomers or salts or N-oxides thereof.

2. The compound of claim 1 , wherein X and Y are oxygen.

3. The compound of claim 2 , wherein V and V′ are CH.

4. The compound of claim 1 , wherein V and V′ are CH.

5. The compound of claim 4 , wherein

W is N;

R 1 is hydrogen or C 1 -C 4 -alkyl;

Q 1 is halogen, cyano, SCN, nitro, hydroxy, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 3 -C 8 -cycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylsulfonyloxy, C 1 -C 10 -alkylamino or di(C 1 -C 10 -alkyl)amino;

Q 2 is halogen, cyano, SCN, nitro, hydroxy, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 3 -C 8 -cycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylsulfonyloxy, C 1 -C 10 -alkylamino or di(C 1 -C 10 -alkyl)amino;

Q 3 is halogen, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, each unsubstituted or independently substituted with 1 to 2 groups selected from cyano, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy or C 1 -C 10 -alkylthio, or

Q 3 is OR 14 , S(O) q R 14 , NR 15 R 16 , OS(O) 2 R 17 , C(S)NH 2 , C(R 18 )═NOR 18 ; wherein

R 14 is C 1 -C 10 -alkyl or C 3 -C 8 -cycloalkyl unsubstituted or substituted with 1 R 19 ; and

R 15 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, each unsubstituted or substituted with one R 19 ; and

R 16 is hydrogen, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, each unsubstituted or substituted with one R 19 ; and

R 17 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with 1 R 19 ; and

R 19 is cyano, nitro, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio;

Q 4 is halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, or C 1 -C 10 -alkoxycarbonyl, and is in the ortho-position; and

p is 1.

6. The compound of claim 2 , wherein

W is N;

R 1 is hydrogen or C 1 -C 4 -alkyl;

Q 3 is OR 14 , S(O) q R 14 , NR 15 R 16 , OS(O) 2 R 17 , C(S)NH 2 , C(R 18 )═NOR 18 ; wherein

R 14 is C 1 -C 10 -alkyl or C 3 -C 8 -cycloalkyl unsubstituted or substituted with 1 R 19 ; and

R 15 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, each unsubstituted or substituted with one R 19 ; and

R 16 is hydrogen, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, each unsubstituted or substituted with one R 19 ; and

R 17 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with 1 R 19 ; and

R 19 is cyano, nitro, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio;

p is 1.

7. The compound of claim 1 , wherein

W is N;

R 1 is hydrogen or C 1 -C 4 -alkyl;

Q 3 is OR 14 , S(O) q R 14 , NR 15 R 16 , OS(O) 2 R 17 , C(S)NH 2 , C(R 18 )═NOR 18 ; wherein

R 14 is C 1 -C 10 -alkyl or C 3 -C 8 -cycloalkyl unsubstituted or substituted with 1 R 19 ; and

R 15 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, each unsubstituted or substituted with one R 19 ; and

R 16 is hydrogen, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, each unsubstituted or substituted with one R 19 ; and

R 17 is C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with 1 R 19 ; and

R 19 is cyano, nitro, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio;

Q 4 is halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, or C 1 -C 10 -alkoxycarbonyl, and is in the ortho-position; and

p is 1.

8. The compound of claim 7 , wherein

W is N;

R 1 is hydrogen;

Q 1 is hydrogen, halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 2 is halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 3 is halogen, C 1 -C 4 -haloalkyl or C 1 -C 4 -haloalkoxy;

Q 4 is halogen or C 1 -C 4 -haloalkyl and is in the ortho-position; and

p is 1.

9. The compound of claim 4 , wherein

W is N;

R 1 is hydrogen;

Q 1 is hydrogen, halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 2 is halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 3 is halogen, C 1 -C 4 -haloalkyl or C 1 -C 4 -haloalkoxy;

Q 4 is halogen or C 1 -C 4 -haloalkyl and is in the ortho-position; and

p is 1.

10. The compound of claim 2 , wherein

W is N;

R 1 is hydrogen;

Q 1 is hydrogen, halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 2 is halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 3 is halogen, C 1 -C 4 -haloalkyl or C 1 -C 4 -haloalkoxy;

Q 4 is halogen or C 1 -C 4 -haloalkyl and is in the ortho-position; and

p is 1.

11. The compound of claim 1 , wherein

W is N;

R 1 is hydrogen;

Q 1 is hydrogen, halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 2 is halogen, cyano, C 1 -C 4 -alkyl or C 1 -C 4 -haloalkyl;

Q 3 is halogen, C 1 -C 4 -haloalkyl or C 1 -C 4 -haloalkoxy;

Q 4 is halogen or C 1 -C 4 -haloalkyl and is in the ortho-position; and

p is 1.

12. The compound of claim 11 , wherein

A is A 1 ;

R 2 and R 3 each independently is C 1 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, or phenyl, wherein these groups are unsubstituted or substituted by any combination of 1 to 6 groups selected from R 11 ,

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfonyl, di(C 1 -C 10 -alkyl)amino or C 1 -C 10 -alkylamino; or

R 2 and R 3 together with the sulfur atom to which they are attached form a unit SR 2 R 3 of the following formula:

wherein

r is 0 or 1;

D is a direct bond, branched or straight C 1 -C 4 -alkylene, O, S(O) 0,1,2 or NR j ;

R 9 is as defined above;

R j is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, or C 1 -C 4 -alkylsulfonyl; and

a and b are each independently 0, 1, 2, 3 or 4.

13. The compound of claim 7 , wherein

A is A 1 ;

R 2 and R 3 each independently is C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, or phenyl, wherein these groups are unsubstituted or substituted by any combination of 1 to 6 groups selected from R 11 ,

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, di(C 1 -C 10 -alkyl)amino or C 1 -C 10 -alkylamino; or

R 2 and R 3 together with the sulfur atom to which they are attached form a unit SR 2 R 3 of the following formula:

wherein

r is 0 or 1;

D is a direct bond, branched or straight C 1 -C 4 -alkylene, O, S(O) 0,1,2 or NR j ;

R 9 is as defined above;

R j is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, or C 1 -C 4 -alkylsulfonyl; and

a and b are each independently 0, 1, 2, 3 or 4.

14. The compound of claim 4 , wherein

A is A 1 ;

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, di(C 1 -C 10 -alkyl)amino or C 1 -C 10 -alkylamino; or

R 2 and R 3 together with the sulfur atom to which they are attached form a unit SR 2 R 3 of the following formula:

wherein

r is 0 or 1;

D is a direct bond, branched or straight C 1 -C 4 -alkylene, O, S(O) 0,1,2 or NR j ;

R 9 is as defined above;

R j is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, or C 1 -C 4 -alkylsulfonyl; and

a and b are each independently 0, 1, 2, 3 or 4.

15. The compound of claim 2 , wherein

A is A 1 ;

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -aIkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, di(C 1 -C 10 -alkyl)amino or C 1 -C 10 -alkylamino; or

R 2 and R 3 together with the sulfur atom to which they are attached form a unit SR 2 R 3 of the following formula:

wherein

r is 0 or 1;

D is a direct bond, branched or straight C 1 -C 4 -alkylene, O, S(O) 0,1,2 or NR j ;

R 9 is as defined above;

R j is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, or C 1 -C 4 -alkylsulfonyl; and

a and b are each independently 0, 1, 2, 3 or 4.

16. The compound of claim 1 , wherein

A is A 1 ;

R 2 and R 3 together with the sulfur atom to which they are attached form a unit SR 2 R 3 of the following formula:

wherein

r is 0 or 1;

D is a direct bond, branched or straight C 1 -C 4 -alkylene, O, S(O) 0,1,2 or NR 3 ;

R 9 is as defined above;

R j is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxycarbonyl, C 1 -C 4 -alkylaminocarbonyl, di(C 1 -C 4 -alkyl)aminocarbonyl, or C 1 -C 4 -alkylsulfonyl; and

a and b are each independently 0, 1, 2, 3 or 4.

17. The compound of claim 16 , wherein

A is A 2 ;

R 4 is NR 12 R 13 and

R 12 and R 13 are each independently hydrogen, C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl or C 2 -C 20 -alkynyl, each of which is unsubstituted or substituted by from 1 to 3 CN, C 1 -C 20 -haloalkyl, or R 12 and R 13 together with the nitrogen atom to which they are attached may also form a saturated or partially unsaturated 5- to 8-membered heterocycle which besides the one nitrogen atom contains 0 to 2 further heteroatoms selected from oxygen, nitrogen, sulfur, and may contain 1 or 2 carbonyl groups or thiocarbonyl groups and which is unsubstituted or substituted by from 1 to 4 groups selected from C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkyl; and

R 5 is hydrogen.

18. The compound of claim 11 , wherein

A is A 2 ;

R 4 is NR 12 R 13 and

R 5 is hydrogen.

19. The compound of claim 7 , wherein

A is A 2 ;

R 4 is NR 12 R 13 and

R 5 is hydrogen.

20. The compound of claim 4 , wherein

A is A 2 ;

R 4 is NR 12 , R 13 and

R 12 and R 13 are each independently hydrogen, C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl or C 2 -C 20 -alkynyl, each of which is unsubstituted or substituted by from 1 to 3 CN, C 1 -C 20 -haloalkyl, or

R 12 and R 13 together with the nitrogen atom to which they are attached may also form a saturated or partially unsaturated 5- to 8-membered heterocycle which besides the one nitrogen atom contains 0 to 2 further heteroatoms selected from oxygen, nitrogen, sulfur, and may contain 1 or 2 carbonyl groups or thiocarbonyl groups and which is unsubstituted or substituted by from 1 to 4 groups selected from C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy and C 1 -C 4 -haloalkyl; and

R 5 is hydrogen.

21. The compound of claim 2 , wherein

A is A 2 ;

R 4 is NR 12 R 13 and

R 5 is hydrogen.

22. The compound of claim 1 , wherein

A is A 2 ;

R 4 is NR 12 R 13 and

R 5 is hydrogen.

23. A process for the preparation of compounds of claim 2 ,

said method comprising, contacting in the presence of a base an activated compound of the formula (II),

with a compound of the formula A 1 -H or A 2 -H,

wherein the compound of claim 24 is prepared.

24. A method for the control of insects, acarids or nematodes comprising,

contacting said insect, acarid or nematode or their food supply, habitat, breeding ground or their locus with a pesticidally effective amount of one or more compounds of claim 1 ,

wherein said insects, acarids or nematodes are controlled.

25. A method of protecting growing plants from attack or infestation by insects, acarids or nematodes comprising,

applying to the foliage of the plants, or to the soil or water in which said plants are growing a pesticidally effective amount of one or more compounds of claim 1 ,

wherein said plants are protected.

26. A method for treating an animal infected by parasites or controlling or protecting the animal against infestation or infection by parasites comprising,

administering orally, topically or parenterally, or applying to said animal a parasiticidally effective amount of one or more compounds of claim 1 ,

wherein said animal is treated or protected against said infestation or infection by parasites; or

wherein said infestation or infection by parasites is controlled.

27. A process for the preparation of a composition for treating, controlling or protecting animals against infestation or infection by parasites comprising,

contacting one or more compounds of formula I,

wherein,

A is a group selected from A 1 and A 2

wherein, # denotes the binding site, and

m is 2;

n is 0 or 1;

R 2 and R 3 each independently are R 6 ; —C(=G)R 7 , —C(═NOR 7 )R 7 , —C(═NNR 7 2 )R 7 , —C(=G)OR 7 , —C(=G)NR 7 2 , —OC(=G)OR 7 , —OC(=G)OR 7 , —NR 7 C(=G)R 7 , —N[C(=G)R 7 ]2, —NR 7 C(=G)OR 7 , —C(=G)NR 7 —NR 7 2 , —C(=G)NR 7 —NR 7 [C(=G)R 7 ], —NR 7 —C(=G)NR 7 2 , —NR 7 —NR 7 C(=G)R 7 , —NR 7 —N[C(=G)R 7 ] 2 , —N[(C=G)R 7 ]—NR 7 2 , —NR 7 —NR 7 —[(C=G)GR 7 ], —NR 7 [(C=G)NR 7 2 , —NR 7 [C═NR 7 ]R 7 , —NR 7 (C═NR 7 )NR 7 2 , —O—NR 7 2 , —O—NR 7 (C=G)R 7 , —SO 2 NR 7 2 , —NR 7 SO 2 R 7 , —SO 2 OR 7 , —OSO2R 7 , —OR 7 , —NR 7 2 , —SR 7 , —SiR 7 3 , —PR 7 2 , —P(=G)R 7 , —SOR 7 , —SO 2 R 7 , —PG 2 R 7 2 , or —PG 3 R 7 2 ; or

G is oxygen or sulfur;

R 7 is hydrogen or R 6 ;

R 9 is R 10 , R 11 , —C(=G)R 10 , —C(═NOR 10 )R 10 , —C(═NNR 10 2 )R 10 , —C(=G)OR 10 , —C(=G)NR 10 2 , —OC(=G)R 10 , —OC(=G)OR 10 , —NR 10 C(=G)R 10 , —N[C(=G)R 10 ]2, —NR 10 C(=G)OR 10 , —C(=G)NR 10 2 , —C(=G)NR 10 —NR 10 [C(=G)R 10 ], —NR 10 —C(=G)NR 10 2 , —NR 10 —NR 10 C(=G)R 10 , —NR 10 —N[C(=G)R 10 ] 2 , —N[(C=G)R 10 ]—NR 10 2 , —NR 10 —NR 10 [(C=G)GR 10 ], —NR 10 [(C=G)NR 10 2 , —NR 10 [C═NR 10 ]R 10 , —NR 10 (C═NR 10 )NR 10 2 , —O—NR 10 2 , —O—NR 10 (C=G)R 10 , —SO 2 NR 10 2 , —NR 10 SO 2 R 10 , —SO 2 OR 10 , —OSO2R 10 , —OR 10 , —NR 10 2 , —SR 10 , SiR 10 3 , —PR 10 2 , —P(=G)R 10 , —SOR 10 , SO 2 R 10 , —PG 2 R 10 2 , —PG 3 R 10 2 or two groups R 9 together are (=G), (═N—R 10 ), (═CR 10 2 ), (═CHR 10 ), or (═CH 2 );

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, formyl, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxy, C 2 -C 10 -alkenyloxy, C 2 -C 10 -alkynyloxy, C 1 -C 10 -haloalkoxy, C 3 -C 10 -haloalkenyloxy, C 3 -C 10 -haloalkynyloxy, C 3 -C 8 -cycloalkoxy, C 4 -C 8 -cycloalkenyloxy, C 3 -C 8 -halocycloalkoxy, C 4 -C 8 -halocycloalkenyloxy, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkoxy, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkoxy, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenyloxy, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenyloxy, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenyloxy, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenyloxy, C 1 -C 4 -alkoxy-C 1 -C 10 -alkoxy, C 1 -C 4 -alkoxy-C 2 -C 10 -alkenyloxy, mono- or di(C 1 -C 10 -alkyl)carbamoyl, mono- or di(C 1 -C 10 -haloalkyl)carbamoyl, mono- or di(C 3 -C 8 -cycloalkyl)carbamoyl, C 1 -C 10 -alkoxycarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 1 -C 10 -aIkylcarbonyloxy, C 3 -C 8 -cyclo alkylcarbonyloxy, C 1 -C 10 -haloalkoxycarbonyl, C 1 -C 10 -haloalkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -haloalkanamido, C 2 -C 10 -alkenamido, C 3 -C 8 -cycloalkanamido, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkanamido, C 1 -C 10 -alkylthio, C 2 -C 10 -alkenylthio, C 2 -C 10 -alkynylthio, C 1 -C 10 -haloalkylthio, C 2 -C 10 -haloalkenylthio, C 2 -C 10 -haloalkynylthio, C 3 -C 8 -cycloalkylthio, C 3 -C 8 -cycloalkenylthio, C 3 -C 8 -halocycloalkylthio, C 3 -C 8 -halocycloalkenylthio, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylthio, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylthio, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylthio, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylthio, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylthio, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylthio, C 1 -C 10 -alkylsulfinyl, C 2 -C 10 -alkenylsulfinyl, C 2 -C 10 -alkynylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 2 -C 10 -haloalkenylsulfinyl, C 2 -C 10 -haloalkynylsulfinyl, C 3 -C 8 cycloalkylsulfinyl, C 3 -C 8 -cycloalkenylsulfinyl, C 3 -C 8 -halocycloalkylsulfinyl, C 3 -C 8 -halocycloalkenylsulfinyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylsulfinyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylsulfinyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylsulfinyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylsulfinyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylsulfinyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 2 -C 10 -alkenylsulfonyl, C 2 -C 10 -alkynylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 2 -C 10 -haloalkenylsulfonyl, C 2 -C 10 -haloalkynylsulfonyl, C 3 -C 8 -cycloalkylsulfonyl, C 3 -C 8 -cycloalkenylsulfonyl, C 3 -C 8 -halocycloalkylsulfonyl, C 3 -C 8 -halocycloalkenylsulfonyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylsulfonyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylsulfonyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylsulfonyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylsulfonyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylsulfonyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylsulfonyl, di(C 1 -C 10 -alkyl)amino, C 1 -C 10 -alkylamino, C 2 -C 10 -alkenylamino, C 2 -C 10 -alkynylamino, C 1 -C 10 -alkyl-C 2 -C 10 -alkenylamino, C 1 -C 10 -alkyl-C 2 -C 10 -alkynylamino, C 1 -C 10 -haloalkylamino, C 2 -C 10 -haloalkenylamino, C 2 -C 10 -haloalkynylamino, C 3 -C 8 -cycloalkylamino, C 3 -C 8 -cycloalkenylamino, C 3 -C 8 -halocycloalkylamino, C 3 -C 8 -halocycloalkenylamino, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylamino, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylamino, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylamino, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylamino, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylamino, tri(C 1 -C 10 -alkyl)silyl, aryl, aryloxy, arylthio, arylamino, aryl-C 1 -C 4 -alkoxy, aryl-C 3 -C 4 -alkenyloxy, aryl-C 1 -C 4 -alkylthio, aryl-C 2 -C 4 -alkenylthio, aryl-C 1 -C 4 -alkylamino, aryl-C 3 -C 4 -alkenylamino, aryl-di(C 1 -C 4 -alkyl)silyl, triarylsilyl,

R 4 is NR 12 R 13 ;

C 1 -C 20 -haloalkyl, C 2 -C 20 -haloalkenyl, C 2 -C 20 -haloalkynyl, C 5 -C 10 -cycloalkenyl, or a saturated or partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, or phenyl or naphthyl, wherein this ring system and phenyl or naphthyl themselves are unsubstituted or substituted by 1 to 4 substituents selected from halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -fluoroalkyl, C 1 -C 4 -alkyloxycarbonyl, trifluoromethylsulfonyl, formyl, nitro and cyano;

Q 1 and Q 2 each independently are hydrogen, halogen, cyano, SCN, nitro, hydroxy, C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkylsulfonyloxy, C 1 -C 10 -haloalkylsulfonyloxy, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cyclalkylamino, alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl, or tri(C 1 -C 10 )-alkylsilyl, or

Q 1 and Q 2 are each independently phenyl, benzyl or phenoxy, wherein each ring is unsubstituted or substituted with any combination of from 1 to 3 substituents independently selected from the group halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

Q 3 is halogen; or C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkyl, C 1 -C 10 -haloalkyl-C 3 -C 8 -cycloalkyl, each unsubstituted or independently substituted with 1 to 2 groups selected from cyano, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, and C 1 -C 10 -alkoxycarbonyl; or

Q 3 is OR 14 , S(O) q R 14 , NR 15 R 16 , OS(O) 2 R 17 , NR 16 S(O) 2 R 17 , C(S)NH 2 , C(R 18 )═NOR 18 , C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 10 -alkylaminothiocarbonyl, or di(C 1 -C 10 -alkyl)aminothiocarbonyl;

R 17 is C 1 -C 10 -alkyl, C 2 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, or C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with one R 19 ;

R 18 in each instance is hydrogen, C 1 -C 10 -alkyl, or C 1 -C 10 -haloalkyl;

q is 0, 1 or 2;

Q 4 is halogen, cyano, nitro, hydroxy, COOH, C(O)NH 2 , C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl or tri(C 1 -C 10 )-alkylsilyl; or

Q 4 is phenyl, benzyl, benzyloxy, phenoxy, a 5- or 6-membered heteroaromatic ring which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur or an aromatic 8-, 9- or 10-membered fused heterobicyclic ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein each of the above ring systems is unsubstituted or substituted with any combination of from 1 to 3 groups selected from halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

X and Y are each independently oxygen or sulfur;

V and V′ are each independently N or CQ 2 ;

W is N, CH or CQ 4 ; and

p is 0, 1, 2, 3, or 4;

or the enantiomers or veterinary acceptable salts thereof;

with a solvent and/or carrier;

wherein said composition is prepared.

28. A composition comprising a pesticidally or parasiticidally active amount of one or more compounds of formula I,

wherein,

R 1 is hydrogen; or C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, or C 3 -C 8 -cycloalkyl, each of which is unsubstituted or substituted with 1 to 5 groups independently selected from halogen, cyano, nitro, hydroxy, C 1 -C 10 -alkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfonyl, C 2 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino and C 3 -C 8 -cycloalkylamino; or C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl;

A is a group selected from A 1 and A 2

wherein, # denotes the binding site, and

m is 2;

n is 0 or 1;

G is oxygen or sulfur;

R 7 is hydrogen or R 6 ;

R 9 is R 10 , R 11 , —C(=G)R 10 , —C(═NOR 10 )R 10 , —C(═NNR 10 2 )R 10 —C (=G)OR 10 , —C(=G)NR 10 2 , —OC(=G)R 10 , —OC(=G)OR 10 , —NR 10 C(=G)R 10 , —N[C(=G)R 10 ]2, —NR 10 C(=G)OR 10 , —C(=G)NR 10 —NR 10 2 , —C(=G)NR 10 —NR 10 [C(=G)R 10 ], —NR 10 —C(=G)NR 10 2 , —NR 10 —NR 10 C(=G)R 10 , —NR 10 —N[C(=G)R 10 ] 2 , —N[(C=G)R 10 ]—NR 10 2 , —NR 10 —NR 10 [(C=G)GR 10 ], —NR 10 [(C=G)NR 10 2 , —NR 10 [C═NR 10 ]R 10 , —NR 10 (C═NR 10 )NR 10 2 , —O—NR 10 2 , —O—NR 10 (C=G)R 10 , —SO 2 NR 10 2 , —NR 10 SO 2 R 10 , —SO 2 OR 10 , —OSO2R 10 , —OR 10 , —NR 10 2 , —SR 10 , —SiR 10 3 , —PR 10 2 , —P(=G)R 10 , —SOR 10 , —SO 2 R 10 , —PG 2 R 10 2 , —PG 3 R 10 2 , or two groups R 9 together are (=G), (═N—R 10 ), (═CR 10 2 ), (═CHR 10 ), or (═CH 2 );

R 10 is C 1 -C 10 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, C 3 -C 8 -cycloalkyl, C 4 -C 8 -cycloalkenyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, C 2 -C 10 -alkenyl-C 3 -C 8 -cycloalkyl, C 2 -C 10 -alkynyl-C 3 -C 8 -cycloalkyl, C 1 -C 10 -alkyl-C 4 -C 8 -cycloalkenyl, C 2 -C 10 -alkenyl-C 4 -C 8 -cycloalkenyl, C 2 -C 10 -alkynyl-C 4 -C 8 -cycloalkenyl, a saturated, partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein the above groups are unsubstituted or substituted with any combination of from 1 to 6 groups R 11 ;

R 11 is halogen, cyano, nitro, hydroxy, mercapto, amino, formyl, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxy, C 2 -C 10 -alkenyloxy, C 2 -C 10 -alkynyloxy, C 1 -C 10 -haloalkoxy, C 3 -C 10 -haloalkenyloxy, C 3 -C 10 -haloalkynyloxy, C 3 -C 8 -cycloalkoxy, C 4 -C 8 -cycloalkenyloxy, C 3 -C 8 -halocycloalkoxy, C 4 -C 8 -halocycloalkenyloxy, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkoxy, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkoxy, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenyloxy, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenyloxy, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkoxy, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenyloxy, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenyloxy, C 1 -C 4 -alkoxy-C 1 -C 10 -alkoxy, C 1 -C 4 -alkoxy-C 2 -C 10 -alkenyloxy, mono- or di(C 1 -C 10 -alkyl)carbamoyl, mono- or di(C 1 -C 10 -haloalkyl)carbamoyl, mono- or di(C 3 -C 8 -cycloalkyl)carbamoyl, C 1 -C 10 -alkoxycarbonyl, C 3 -C 8 -cycloalkoxycarbonyl, C 1 -C 10 -aIkylcarbonyloxy, C 3 -C 8 -cyclo alkylcarbonyloxy, C 1 -C 10 -haloalkoxycarbonyl, C 1 -C 10 -haloalkylcarbonyloxy, C 1 -C 10 -alkanamido, C 1 -C 10 -haloalkanamido, C 2 -C 10 -alkenamido, C 3 -C 8 -cycloalkanamido, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkanamido, C 1 -C 10 -alkylthio, C 2 -C 10 -alkenylthio, C 2 -C 10 -alkynylthio, C 1 -C 10 -haloalkylthio, C 2 -C 10 -haloalkenylthio, C 2 -C 10 -haloalkynylthio, C 3 -C 8 -cycloalkylthio, C 3 -C 8 -cycloalkenylthio, C 3 -C 8 -halocycloalkylthio, C 3 -C 8 -halocycloalkenylthio, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylthio, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylthio, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylthio, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylthio, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylthio, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylthio, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylthio, C 1 -C 10 -alkylsulfinyl, C 2 -C 10 -alkenylsulfinyl, C 2 -C 10 -alkynylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 2 -C 10 -haloalkenylsulfinyl, C 2 -C 10 -haloalkynylsulfinyl, C 3 -C 8 -cycloalkylsulfinyl, C 3 -C 8 -cycloalkenylsulfinyl, C 3 -C 8 -halocycloalkylsulfinyl, C 3 -C 8 -halocycloalkenylsulfinyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylsulfinyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylsulfinyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylsulfinyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylsulfinyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylsulfinyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylsulfinyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 2 -C 10 -alkenylsulfonyl, C 2 -C 10 -alkynylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 2 -C 10 -haloalkenylsulfonyl, C 2 -C 10 -haloalkynylsulfonyl, C 3 -C 8 -cycloalkylsulfonyl, C 3 -C 8 -cycloalkenylsulfonyl, C 3 -C 8 -halocycloalkylsulfonyl, C 3 -C 8 halocycloalkenylsulfonyl, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylsulfonyl, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylsulfonyl, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylsulfonyl, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylsulfonyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylsulfonyl, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylsulfonyl, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylsulfonyl, di(C 1 -C 10 -alkyl)amino, C 1 -C 10 -alkylamino, C 2 -C 10 -alkenylamino, C 2 -C 10 -alkynylamino, C 1 -C 10 -alkyl-C 2 -C 10 -alkenylamino, C 1 -C 10 -alkyl-C 2 -C 10 -alkynylamino, C 1 -C 10 -haloalkylamino, C 2 -C 10 -haloalkenylamino, C 2 -C 10 -haloalkynylamino, C 3 -C 8 -cycloalkylamino, C 3 -C 8 -cycloalkenylamino, C 3 -C 8 -halocycloalkylamino, C 3 -C 8 -halocycloalkenylamino, C 3 -C 8 -cycloalkyl-C 1 -C 4 -alkylamino, C 4 -C 8 -cycloalkenyl-C 1 -C 4 -alkylamino, C 3 -C 8 -cycloalkyl-C 2 -C 4 -alkenylamino, C 4 -C 8 -cycloalkenyl-C 2 -C 4 -alkenylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkynyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkenylamino, C 1 -C 10 -alkenyl-C 3 -C 8 -cycloalkenylamino, tri(C 1 -C 10 -alkyl)silyl, aryl, aryloxy, arylthio, arylamino, aryl-C 1 -C 4 -alkoxy, aryl-C 3 -C 4 -alkenyloxy, aryl-C 1 -C 4 -alkylthio, aryl-C 2 -C 4 -alkenylthio, aryl-C 1 -C 4 -alkylamino, aryl-C 3 -C 4 -alkenylamino, aryl-di(C 1 -C 4 -alkyl)silyl, triarylsilyl,

wherein aryl is phenyl, naphthyl or biphenyl, or a saturated, partially unsaturated or unsaturated 3- to 8-membered ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein said aryl and heteroatom cyclic ringsystems are unsubstituted or substituted with any combination of from 1 to 6 groups selected from halogen, cyano, nitro, amino, hydroxy, mercapto, C 1 -C 4 -haloalkyl, C 3 -C 8 -cycloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, di(C 1 -C 4 -alkyl)amino, C 1 -C 4 -alkylamino, C 1 -C 4 -haloalkylamino, formyl and C 1 -C 4 -alkylcarbonyl;

R 4 is NR 12 R 13 ;

Q 1 and Q 2 each independently are hydrogen, halogen, cyano, SCN, nitro, hydroxy, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkylsulfonyloxy, C 1 -C 10 haloalkylsulfonyloxy, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cyclalkylamino, alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl, or tri(C 1 -C 10 )-alkylsilyl, or

Q 1 and Q 2 are each independently phenyl, benzyl or phenoxy, wherein each ring is unsubstituted or substituted with any combination of from 1 to 3 substituents independently selected from the group halogen, cyano, nitro, C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

R 16 is hydrogen; or C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 halocycloalkyl, C 1 -C 4 -alkyl-C 3 -C 8 -cycloalkyl, or C 1 -C 4 -haloalkyl-C 3 -C 8 -cycloalkyl, each unsubstituted or substituted with one R 19 ;

R 18 in each instance is hydrogen, C 1 -C 10 -alkyl, or C 1 -C 10 -haloalkyl;

q is 0, 1 or 2;

Q 4 is halogen, cyano, nitro, hydroxy, COOH, C(O)NH 2 , C 1 -C 10 -alkyl, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -haloalkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -haloalkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -haloalkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl or tri(C 1 -C 10 )-alkylsilyl; or

Q 4 is phenyl, benzyl, benzyloxy, phenoxy, a 5- or 6-membered heteroaromatic ring which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur or an aromatic 8-, 9- or 10-membered fused heterobicyclic ring system which contains 1 to 4 heteroatoms selected from oxygen, nitrogen, sulfur, wherein each of the above ring systems is unsubstituted or substituted with any combination of from 1 to 3 groups selected from halogen, cyano, nitro, C 1 -C 10 -haloalkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -haloalkenyl, C 2 -C 10 -alkynyl, C 3 -C 10 -haloalkynyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 halocycloalkyl, C 1 -C 10 -alkoxy, C 1 -C 10 -haloalkoxy, C 1 -C 10 -alkylthio, C 1 -C 10 -alkylsulfinyl, C 1 -C 10 -alkylsulfonyl, C 1 -C 10 -alkylamino, di(C 1 -C 10 -alkyl)amino, C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkyl-C 3 -C 8 -cycloalkylamino, C 1 -C 10 -alkylcarbonyl, C 1 -C 10 -alkoxycarbonyl, C 1 -C 10 -alkylaminocarbonyl, di(C 1 -C 10 -alkyl)aminocarbonyl and tri(C 1 -C 10 )-alkylsilyl;

X and Y are each independently oxygen or sulfur;

V and V′ are each independently N or CQ 2 ;

W is N, CH or CQ 4 ; and

p is 0, 1, 2, 3, or 4;

or the enantiomers or salts or N-oxides thereof;

and one or more agronomically or veterinarily acceptable carriers.

29. The compound of claim 2 , wherein A is A 1 and n=0.

30. A process for the preparation of compounds of claim 29 ,

said method comprising contacting in the presence of a condensating agent a compound of the formula (IV),

with a compound of the formula (V),

wherein the compound of claim 29 is prepared.

Assignments (2)

CHANGE OF NAME Recorded Feb 7, 2012

From: BASF AKTIENGESELLSCHAFT

To: BASF SE

Reel/Frame 027668/0288 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 23, 2008

From: SCHMIDT, THOMAS; PUHL, MICHAEL; DICKHAUT, JOACHIM; BASTIAANS, HENRICUS MARIA MARTINUS; RACK, MICHAEL; CULBERTSON, DEBORAH L.; ANSPAUGH, DOUGLAS D.; BRAUN, FRANZ-JOSEF; BUCCI, TONI; COTTER, HENRY VAN TUYL; KUHN, DAVID G.; OLOUMI-SADEGHI, HASSAN

To: BASF AKTIENGESELLSCHAFT

Reel/Frame 020404/0780 →

Continuity (2)

Provisional Application 60697166 · Jul 7, 2005

Related Publication 20080221168A1 · Sep 11, 2008