Pesticidally active heterocyclic derivatives with sulphur containing substituents

1. A compound of formula I,

wherein

A represents CH or N;

each R is, independently from each other, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy, C 1 -C 4 haloalkoxy, C 1 -C 4 alkylsulfanyl, C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 alkylsulfinyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 alkylsulfonyl, C 1 -C 4 haloalkylsulfonyl, C 1 -C 6 alkylcarbonyl, C 1 -C 6 haloalkylcarbonyl, C 1 -C 6 alkoxycarbonyl, C 1 -C 6 haloalkoxycarbonyl, C 1 -C 6 alkylamino, C 2 -C 8 dialkylamino, halogen, cyano, cyanoC 1 -C 4 alkyl, tri(C 1 -C 4 alkyl)silyl, C 1 -C 4 alkoxyC 1 -C 4 alkoxy, C 1 -C 4 alkylsulfanylC 1 -C 4 alkoxy or nitro;

or each R is, independently from each other, phenyl, pyrimidinyl, thiazolyl, pyridinyl, imidazolyl, pyrazolyl, oxazolyl or oxadiazolyl; wherein said phenyl, pyrimidinyl, thiazolyl, pyridinyl, imidazolyl, pyrazolyl, oxazolyl or oxadiazolyl itself can be mono- to polysubstituted by substituents independently selected from the group consisting of halogen, C 1 -C 6 alkyl and cyano;

n is 0, 1, 2, 3, 4 or 5;

X is S, SO or SO 2 ;

R 1 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl mono-, di- or trisubstituted by substituents selected from the group consisting of halogen, cyano and C 1 -C 4 alkyl; or R 1 is C 3 -C 6 cycloalkyl-C 1 -C 4 alkyl mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C 1 -C 4 alkyl;

or R 1 is C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl or C 2 -C 6 alkynyl;

R 2 is halogen, C 1 -C 4 haloalkyl or C 1 -C 4 haloalkyl substituted by one or two substituents selected from the group consisting of hydroxyl, methoxy and cyano;

or R 2 is C 1 -C 4 haloalkylsulfanyl, C 1 -C 4 haloalkylsulfinyl, C 1 -C 4 haloalkylsulfonyl, O(C 1 -C 4 haloalkyl) or —C(O)C 1 -C 4 haloalkyl;

or R 2 is C 3 -C 6 cycloalkyl which can be mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano and C 1 -C 4 alkyl; and

X 1 is O, S or NR 3 , wherein R 3 is hydrogen, C 1 -C 4 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 4 alkoxy-C 1 -C 4 alkyl or C 3 -C 6 cycloalkyl;

and agrochemically acceptable salts, stereoisomers, enantiomers, tautomers and N-oxides of those compounds.

2. A compound of formula I according to claim 1 , represented by the compounds of formula I-1

wherein

R, R 2 and n are as defined under formula I in claim 1 ;

Xa 1 is S, SO or SO 2 ; and

Ra 1 is methyl, ethyl, n-propyl, i-propyl or cyclopropylmethyl.

3. A compound of formula I-1 according to claim 2 , wherein

n is 1 and R is halogen, cyano or C 1 -C 4 haloalkyl.

4. A compound of formula I according to claim 1 , represented by the compounds of formula I-2

wherein

R, R 2 and n are as defined under formula I in claim 1 ;

Xa 2 is S, SO or SO 2 ; and

Ra 2 is methyl, ethyl, n-propyl, i-propyl or cyclopropylmethyl.

5. A compound of formula I-2 according to claim 4 , wherein

n is 1 and R is halogen, cyano or C 1 -C 4 haloalkyl.

6. A compound of formula I according to claim 1 , represented by the compounds of formula Ia

wherein

X 2 is SO 2 ;

X 3 is N—C 1 -C 4 alkyl;

R 4 is C 1 -C 4 alkyl;

R 5 is halogen, C 1 -C 4 haloalkyl, cyano or C 1 -C 4 alkoxy;

n is 1, 2 or 3; and

R 6 is C 1 -C 4 haloalkyl.

7. A compound of formula I according to claim 1 , represented by the compounds of formula Ib

wherein

A is N or CH;

X 2 is S or SO 2 ;

X 3 is N—C 1 -C 4 alkyl;

R 7 is C 1 -C 4 alkyl;

R 8 is halogen, cyano, C 1 -C 4 haloalkyl or C 1 -C 4 alkoxy;

n is 0, 1, 2 or 3; and

R 9 is C 1 -C 4 haloalkyl.

8. A pesticidal composition, which comprises at least one compound of formula I according to claim 1 or, where appropriate, a tautomer thereof, in each case in free form or in agrochemically utilizable salt form, as active ingredient and at least one auxiliary.