Pesticidally active heterocyclic derivatives with sulfur containing substituents
Compounds of formula I (I), wherein the substituents are as defined in claim 1 , and the agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as pesticides and can be prepared in a manner known per se.
1. A compound of formula I,
wherein
A is CH or N;
X is S, SO or SO 2 ;
R 1 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl or C 3 -C 6 cycloalkylC 1 -C 4 alkyl;
R 7 and R 8 are, independently from each other, halogen, cyano, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkoxyC 1 -C 4 alkyl, C 1 -C 4 alkylsulfanyl, C 1 -C 4 alkylsulfanyl-C 1 -C 4 alkyl, C 1 -C 4 alkylsulfinyl-C 1 -C 4 alkyl, C 1 -C 4 alkylsulfonyl-C 1 -C 4 alkyl or C 1 -C 4 alkoxycarbonyl;
Q is a radical selected from the group consisting of formulae Q 1 , Q 2 , Q 3 , and Q 4
wherein the arrow denotes the point of attachment to the ring incorporating the radical A; and
wherein
R 2 is C 1 -C 6 haloalkyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl or C 1 -C 6 haloalkoxy;
R 3 is C 1 -C 4 alkyl;
R 4 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, or C 3 -C 6 cycloalkyl;
G 1 and G 2 are, independently from each other, N or CH;
or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer, and N-oxide of the compound of formula I.
2. The compound according to claim 1 , wherein Q is Q 1 .
3. The compound according to claim 2 , wherein R 2 is C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, or C 1 -C 4 haloalkylsulfonyl.
4. The compound according to claim 1 , wherein Q is Q 2 .
5. The compound according to claim 1 , wherein Q is Q 3 .
6. The compound according to claim 5 , wherein
R 1 is ethyl;
X is S or SO 2 ;
R 2 is C 1 -C 4 haloalkyl; and
R 4 is ethyl, 2,2,2-trifluoroethyl or cyclopropyl.
7. The compound according to claim 1 , wherein Q is Q 4 .
8. The compound according to claim 1 , wherein R 7 and R 8 are, independently from each other, halogen, cyano, C 1 -C 6 alkyl or C 1 -C 4 alkoxycarbonyl.
9. The compound according to claim 1 , wherein R 7 and R 8 are methyl.
10. The compound according to claim 1 , represented by the compounds of formula I-1
wherein
A is CH or N;
R 7 and R 8 are, independently from each other, C 1 -C 6 alkyl; and
Q is a radical selected from the group consisting of formulae Q 1a , Q 1b , Q 2a , Q 2b , Q 3a and Q 3b
wherein the arrow denotes the point of attachment to the ring incorporating the radical A; and in which R 2 is C 1 -C 4 haloalkyl.
11. The compound according to claim 1 , which compound is selected from the group consisting of a compound represented by the formulae P1-P3 and P5-P20:
12. A pesticidal composition, which comprises an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I as defined in claim 1 or, where appropriate, a tautomer thereof, in each case in free form or in agrochemically utilizable salt form, as active ingredient and, optionally, at least one auxiliary or diluent.
13. A method for controlling insects, acarines, nematodes or molluscs, which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula I as defined in claim 1 .
14. A method for the protection of plant propagation material from the attack by insects, acarines, nematodes or molluscs, which comprises treating the propagation material or the site, where the propagation material is planted, with a composition according to claim 12 .
15. A method for controlling insects, acarines, nematodes or molluscs, which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a composition as defined in claim 12 .
16. The compound according to claim 10 , wherein R 7 and R 8 are each methyl.
17. The compound according to claim 16 , wherein R 2 is trifluoromethyl.
18. The compound according to claim 2 , wherein R 2 is C 1 -C 4 haloalkyl.
19. The compound according to claim 6 , wherein A is N; X is SO 2 ; and R 2 is trifluoromethyl.
20. The compound according to claim 8 , wherein R 7 and R 8 are, independently from each other, C 1 -C 6 alkyl.
21. The compound according to claim 10 , wherein A is N.