Pesticidal agents on the basis of 1-aryl-aminopyrrol

1. A compound of formula (I):

wherein:

Q is CN or CSNH 2 ;

R 1 CN, CF 3 or CSNH 2 ;

R 2 is (C 1 -C 3 )-alkyl or (C 1 -C 3 )-haloalkyl;

R 3 is (C 3 -C 6 )-alkenyl, (C 3 -C 6 )-alkynyl, (C 3 -C 6 )-cycloalkyl or (C 1 -C 4 )-alkyl;

R 4 is (C 2 -C 4 )-alkyl or (C 2 -C 4 )-haloalkyl, wherein said alkyl and haloalkyl groups are substituted by a radical selected from the group consisting of OCOR 8 , OR 6 , OR 6a , S(O) p (CH 2 ) q R 6 , and S(O) p (CH 2 ) q R 6a ;

R 5 is CF 3 , OCF 3 , SF 5 or halogen;

W is C-halogen, C-NR 11 R 12 or N;

X is O or S;

Y and Z are each independently O, S or a covalent bond;

R 6 is phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-haloalkyl, (C 1 -C 4 )-alkoxy, (C 1 ,-C 4 )-haloalkoxy, CN, NO 2 , S(O) p R 7 and NR 11 R 12 ;

R 6a is heteroaryl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-haloalkyl, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-haloalkoxy, CN, NO 2 , S(O) p R 7 and NR 11 R 12 , OH and oxo;

R 7 is (C 1 -C 4 )-alkyl or (C 1 -C 4 )-haloalkyl;

R 8 is (C 1 -C 4 )-alkyl, (C 1 -C 4 )-haloalkyl, (C 3 -C 6 )- cycloalkyl-(C 1 -C 3 )-alkyl or (CH 2 ) q R 6 ;

R 11 and R 12 are each independently H, (C 1 -C 4 )-alkyl, (C 1 -C 4 )-haloalkyl, (C 3 -C 4 )-alkenyl, (C 3 -C 4 )-haloalkenyl, (C 3 -C 4 )-alkynyl, (C 3 -C 6 )-cycloalkyl or (C 3 -C 6 )-cycloalkyl-(C 1 -C 4 )- alkyl; or

R 11 and R 12 together with the attached N atom form a five or six-membered saturated or unsaturated ring which optionally contains an additional hetero atom in the ring which is selected from O, S and N, the ring being unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 4 )-alkyl and (C 1 -C 4 )-haloalkyl;

is 0, 1 or 2;

q is 0 or 1; and

each heteroaryl in the above-mentioned radicals is independently a heteroaromatic radical having 3 to 7 ring atoms and 1, 2 or 3 hetero atoms in the ring selected from the group consisting of N, O and S;

or a pesticidally acceptable salt thereof.

2. A compound or a salt thereof as claimed in claim 1 wherein Q and R 1 are each CN.

3. A compound or a salt thereof as claimed in claim 1 wherein R 2 and R 5 are each CF 3 .

4. A compound or a salt thereof as claimed in claim 1 wherein Q and R 1 are each CN;

R 2 and R 5 are each CF 3 ;

W is C—Cl; and

the other radicals are as defined in claim 1 .

5. A compound or a salt thereof as claimed in claim 1 wherein

Q and R 1 are each CN;

R 2 is CF 3 ;

R 4 is (C 2 -C 4 )-alkyl or (C 2 -C 4 )-haloalkyl, in which said alkyl and haloalkyl groups are substituted by a radical selected from the group consisting of OCOR 8 , OR 6 , OR 6a , S(O) m (CH 2 ) q R 6 , and S(O) m (CH 2 ) q R 6a ;

R 5 is CF 3 ;

W is C—Cl; and

the other radicals are as defined in claim 1 .

6. A process for the preparation of a compound of formula (I) or a salt thereof as defined in claim 1 , which process comprises:

a) where Q is CN, R 1 is CN or CF 3 , and R 2 , R 3 , R 4 , R 5 , W and n are as defined in claim 1 , reacting a corresponding compound of formula (II):

wherein the various values are as defined in claim 1 , with a compound of formula (III):

R 4 -L  (III)

wherein R 4 is as defined in claim 1 , and L is a leaving group; or

b) where Q is CN, R 1 is CN or CF 3 , and R 2 , R 3 , R 4 , R 5 , W and n are as defined in claim 1 , reacting a compound of formula (IV):

wherein L 1 is a leaving group, and the other values are as defined in claim 1 , with a compound of formula (V):

R 3 R 4 N—H  (V)

wherein R 3 and R 4 are as defined in claim 1 , in the presence of a base; or

c) where Q and/or R 1 is CSNH 2 , and the other values are as defined in claim 1 , reacting the corresponding compound of formula (I) wherein Q and/or R 1 is CN, with an alkali or alkaline earth metal hydrosulfide, or with H 2 S in the presence of an organic base, or with the reagent Ph 2 PS 2 ; or

d) where Q, and/or R 1 is CSNH 2 , and the other values are as defined in claim 1 , reacting the corresponding compound of formula (I) wherein Q and/or R 1 is CN, with a bis(trialkylsilyl)sulfide, in the presence of a base; or

e) where n is 1 or 2 and R 1 , R 2 , R 3 , R 4 , R 5 and W are as defined in claim 1 , oxidizing the corresponding compound in which n is 0 or 1; and

f) if desired, converting a resulting compound of formula (I) into a pesticidally acceptable salt thereof.

7. A pesticidal composition comprising a compound of formula (1) or a pesticidally acceptable salt thereof as defined in claim 1 , in association with a pesticidally acceptable diluent or carrier and/or surface active agent.

8. A method for controlling pests at a locus which comprises applying thereto an effective amount of a compound of formula (1) or a salt thereof as claimed in claim 1 .