5-aminopyrazole derivatives as pesticidal compounds

1. A 5-aminoalkylaminopyrazole derivative of formula (I):

wherein

R 1 is CN , CH 3 , CF 3 , C(═N—Z)—S(O) p —(C 1 -C 4 )-alkyl or CSNH 2 ; wherein Z is H, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 3 -C 6 )-alkenyl, (C 3 -C 6 )-alkynyl, —(CH 2 ) q R 8 , COR 9 , CO 2 —(C 1 -C 6 )-alkyl or S(O) p R 9 ;

R 2 for both residues independently from one another, is halogen, CH 3 or NR 11 R 12 ;

R 3 is (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-haloalkoxy or SF 5 ;

R 4 is hydrogen, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-alkynyl, (C 2 -C 6 )-haloalkynyl, (C 3 -C 7 )-cycloalkyl, (C 3 -C 7 )-cycloalkyl-(C 1 -C 6 )-alkyl, CO 2 —(C 1 -C 6 )-alkyl, CO 2 —(C 3 -C 6 )-alkenyl, CO 2 —(C 3 -C 6 )-alkynyl, CO 2 —(CH 2 ) q R 8 , CO 2 —(CH 2 ) q R 10 , SO 2 R 9 , Formyl, CO—COO—(C 1 -C 6 )-alkyl, CO—(C 1 -C 6 )-alkyl, CO—(CH 2 ) m R 8 , CO—(CH 2 ) m R 10 or (C 1 -C 6 )-alkyl;

wherein the -alkenyl, -alkynyl, -cycloalkyl or -alkyl residues can be unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkynyloxy, (C 3 -C 6 )-haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 9 , CN, NO 2 , OH, R 8 , R 10 , COR 9 , NR 11 R 12 , OR 9 and CO 2 R 9 ;

R 5 is (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-alkynyl or (C 2 -C 6 )-haloalkynyl;

R 6 and R 7 are each independently H; or (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, all of which can be substituted by one or more R 8 , R 10 , R 9 or OR 9 radicals;

or are each independently Acyl groups selected from the group consisting of formyl, CO—(C 1 -C 6 )-alkyl, COO—(C 1 -C 6 )-alkyl and SO 2 —(C 1 -C 6 )-alkyl, wherein all of the alkyl residues may be unsubstituted or substituted by one or more radicals R 9 ; or R 6 and R 7 may together form a divalent group CO, CS, CO—CO, CH 2 CO, CHR 9 CO, CR 9 R 9 CO, SO, SO 2 , PO(OH), PO(OR 9 ), PO(R 9 ),PO(OR 10 ), PO(R 10 ), PO(OR 8 ), PO(R 8 ), (C 1 -C 3 )-alkylene, (C 3 -C 7 )-cycloalkylene, (C 3 -C 7 )-cycloalkyl-(C 1 -C 6 )-alkylene, or 1,2-phenylene; all of which may be unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkynyloxy, (C 3 -C 6 )-haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 9 , CN, NO 2 , OH, R 8 , R 10 , COR 9 , NR 11 R 12 , OR 9 and CO 2 R 9 ; which together with the C 2 unit to which they are attached form a five to seven membered ring;

R 8 is phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , S(O) p R 9 and NR 11 R 12 ;

R 9 is (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 3 -C 7 )-cycloalkyl, -(C 1 -C 4 )-alkyl-(C 3 -C 7 )-cycloalkyl, -(CH 2 ) q R 8 or -(CH 2 ) q R 10

R 10 is heterocyclyl 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, S(O) p R 13 , OH and oxo;

R 11 and R 12 are each independently H; or (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, all of which can be substituted by one or more R 9 or OR 9 radicals;

R 13 is hydrogen, (C 1 -C 6 )-alkyl or phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , S(O) p R 9 and NR 11 R 12 ;

n and p and q are each independently zero, one or two;

m is zero, one, two or three; and

each heterocyclyl in the above-mentioned radicals is independently a heterocyclic 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 R 6 and R 7 is each independently from one another hydrogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, or (C 2 -C 6 )-alkynyl, wherein one or more hydrogen in the(C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, or (C 2 -C 6 )-alkenyl groups can be substituted by one or more radicals R 9 or OR 9 ; or R 8 .

3. A compound or a salt thereof as claimed in claim 1 wherein R 6 and R 7 is each independently from one another formyl, CO—(C 1 -C 6 )-alkyl, CO—(C 1 -C 6 )-alkyl substituted by one or more radicals R 9 , COO—(C 1 -C 6 )-alkyl, COO—(C 1 -C 6 ) alkyl substituted by one or more R 9 radicals, CO—COO—(C 1 -C 6 )-alkyl, CO—COO—(C 1 -C 6 )-alkyl substituted by one or more R 9 radicals, SO 2 —(C 1 -C 6 )-alkyl, or SO 2 —(C 1 -C 6 )-alkyl substituted by one or more R 9 radicals.

4. A compound or a salt thereof as claimed in claim 1 wherein R 6 and R 7 together form a divalent group CO, CS, CO—CO, CH 2 CO, SO, SO 2 , PO(OH) 1 PO(OR 8 ), PO(R 8 ) , PO(OR 9 ), or PO(R 9 ), which together with the C 2 unit to which they are attached for a five to seven membered ring.

5. A compound or a salt thereof as claimed in claim 1 wherein R 6 and R 7 together form a divalent group (C 1 -C 3 )-alkylene, (C 3 -C 7 )-cycloalkylene, (C 3 -C 7 )-cycloalkyl-(C 1 -C 6 )-alkylene, or 1,2-phenylene, all of which are unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkynloxy, (C 3 -C 6 )-haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 9 , CN, NO 2 ,OH, R 8 , R 10 , COR 9 , NR 11 R 12 , OR 9 or CO 2 R 9 ; which together with the C 2 unit to which they are attached form a five to seven membered ring.

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

R 1 is CN, C(═N—Z)—S(O) p —(C 1 -C 4 )-alkyl or CSNH 2 ; where Z is H, (C 1 -C 3 )-alkyl, —(CH 2 ) q R 8 , COR 9 , CO 2 —(C 1 -C 3 )-alkyl or S(O) p R 9 ;

R 2 is halogen;

R 3 is (C 1 -C 3 )-haloalkyl;

R 5 is (C 1 -C 3 )-haloalkyl;

R 13 is hydrogen, (C 1 -C 3 )-alkyl, unsubstituted or substituted by one or more halogen;

R 4 is hydrogen, (C 2 -C 4 )-alkenyl, (C 2 -C 4 )-haloalkenyl, (C 2 -C 4 )-alkynyl, (C 2 -C 4 )-haloalkynyl, (C 3 -C 7 )-cycloalkyl, (C 3 -C 7 )-cycloalkyl-(C 1 -C 4 )-alkyl, CO 2 -(C 1 -C 4 )-alkyl, CO 2 —(C 3 -C 4 )-alkenyl, CO 2 —(C 3 -C 4 )-alkynyl, CO 2 —(CH 2 ), q R 8 , CO 2 —(CH 2 ), q R 10 , SO 2 R 9 , formyl, CO—COO—(C 1 -C 4 )-alkyl, CO—(C 1 -C 4 )-alkyl or (C 1 -C 4 )-alkyl, unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 3 )-alkyl, (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-alkoxy, (C 1 -C 3 )-haloalkoxy, S(O) p R 9 , CN and NO 2 .

7. A process for the preparation of compounds of formula (I) or a salt thereof as defined in claim 1 , wherein R 1 is CN, CH 3 or CF 3 which process comprises

a) reacting a compound of formula (II)

wherein

L 2 is a leaving group,

with a compound of formula (III):

R 7 O—CH 2 —CH(OR 6 )—CH(R 13 )—NH—R 4   (III)

or

b)reacting a compound of formula (IV)

with an alkylating agent of formula (III)

R 7 O—CH 2 —CH(OR 6 )—CH(R 13 )-L  (V)

wherein

L is a leaving group,

and a base, or

c) reacting a compound of formula (Ia),

with an acylation agent R 14 —COCl or R 14 —CO—O—CO—R 15 or an acid dichloride selected from the group consisting of phosgene, oxalylchloride, thionylchloride, and phosphorusdichlorides and a base, wherein R 14 and R 15 are independently H or (C 1 -C 6 )-alkyl, wherein the alkyl residue may be unsubstituted or substituted by one or more radicals R 9 ; wherein

R 2 for both residues independently from one another, is selected from the group consisting of halogen, CH 3 or NR 11 R 12 ;

R 3 is (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-haloalkoxy or SF 5 ;

R 4 is hydrogen, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-alkynyl, (C 2 -C 6 )-haloalkenyl, (C 3 -C 7 )-cycloalkyl, (C 3 -C 7 )-cycloalkyl-(C 1 -C 6 )-alkyl, CO 2 —(C 1 -C 6 )-alkyl, CO 2 —(C 3 -C 6 )-alkenyl, CO 2 —(C 3 -C 6 )-alkynyl, CO 2 —(CH 2 ) q R 8 , CO 2 —(CH 2 ) q R 10 or SO 2 R 9 ; Formyl, CO—COO—(C 1 -C 6 )-alkyl or CO—(C 1 -C 6 )-alkyl or CO—(CH 2 ) m R 8 ; CO—(CH 2 ) m R 10 or (C 1 -C 6 )-alkyl

wherein the -alkenyl, -alkynyl, -cycloalkyl or -alkyl residues can be unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 ) -alkoxy,(C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 9 , CN, NO 2 , OH, R 8 ,R 10 , COR 9 , NR 11 R 12 , OR 9 and CO 2 R 9 ;

R 5 is (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-alkenyl or (C 2 -C 6 )-haloalkynyl;

R 6 and R 7 are each independently H; or (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, all of them can be substituted by one or more R 8 , R 10 , R 9 or OR 9 radicals; or are each independently Acyl groups selected from the group consisting of formyl, CO—(C 1 -C 6 )-alkyl COO—(C 1 -C 6 )-alkyl SO 2 —(C 1 -C 6 )-alkyl, wherein all of the alkyl residues may be unsubstituted or substituted by one or more radicals R 9 ; or R 6 and R 7 may form a divalent group CO, CS, CO—CO, CH 2 CO, CHR 9 CO, CR 9 R 9 CO, SO, SO 2 , PO(OH), PO(OR 9 ), PO(R 9 ), PO(OR 10 ), PO(R 10 ), PO(OR 8 ), PO(R 8 ), (C 1 -C 3 )-alkylene, (C 3 -C 7 )-cycloalkylene, (C 3 -C 7 )(C 1 -C 6 )-alkylene, or 1,2-phenylene; all of them unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkynyloxy, (C 3 -C 6 )-haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 9 , CN, NO 2 , OH, R 8 , COR 9 , NR 11 R 12, OR 9 and CO 2 R 9 ; which together with the C 2 , unit to which they are attached form a five to seven membered ring;

R 8 is phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , S(O) p R 9 and NR 11 R 12 ;

R 9 is (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 3 -C 7 )-cycloalkyl, -(C 1 -C 4 )-alkyl-(C 3 -C 7 )-cycloalkyl, -CH 2 ) q R 8 or —(CH 2 ) q R 10

R 10 is heterocyclyl 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, S(O) p R 13 , OH and oxo;

R 11 and R 12 are each independently H; or (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, all of them can be substituted by one or more R 9 or OR 9 radicals;

R 13 is hydrogen, (C 1 -C 6 )-alkyl or phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , S(O) p R 9 and NR 11 R 12 ;

n and p and q are each independently zero, one or two;

m is zero, one, two or three; and

d) optionally, converting a resulting compound of formula (I) into a pesticidally acceptable salt thereof.

8. A process for the preparation of compounds of formula (I) or a salt thereof as defined in claim 1 ,

wherein R 1 is C(═N—Z)—S(O) p —(C 1 -C 4 )-alkyl or CSNH 2 where Z is H, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 3 -C 6 )-alkenyl, (C 3 -C 6 )-alkynyl, —(CH 2 ) q R 8 , COR 9 , CO 2 —(C 1 -C 6 )-alkyl or S(O) p R 9 ;

R 2 for both residues independently from one another, is selected from the group consisting of halogen, CH 3 or NR 11 R 12 ;

R 3 is (C 1 -C 3 )-haloalkyl, (C 1 -C 3 )-haloalkoxy SF 5 ;

R 4 is hydrogen, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-alkynyl, (C 2 -C 6 )-haloalkynyl, (C 3 -C 7 )-cycloalkyl, (C 3 -C 7 )-cycloalkyl-(C 1 -C 6 )-alkyl, CO 2 —(C 1 -C 6 )-alkyl, CO 2 —(C 3 -C 6 )-alkenyl, CO 2 —(C 3 -C 6 )-alkynyl, CO 2 —(CH 2 ) q R 8 , CO 2 —(CH 2 ) q R 10 or SO 2 R 9 ; Formyl, CO—COO—(C 1 -C 6 )-alkyl or CO—(C 1 -C 6 )-alkyl or CO—(CH 2 ) m R 8 ; CO—(CH 2 ) m R 10 or (C 1 -C 6 )-alkyl

wherein the -alkenyl, -alkynyl, -cycloalkyl or -alkyl residues can be unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 ) -alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkynyloxy, (C 3 -C 6 ) haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 9 , CN, NO 2 , OH, R 8 , R 10 , COR 9 , NR 11 R 12 , OR 9 and CO 2 R 9 ;

R 5 is (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-haloalkenyl, (C 2 -C 6 )-alkynyl or (C 2 -C 6 )-haloalkynyl;

R 6 and R 7 are each independently H; or (C 1 -C 6 )-alkyl, (C 1 C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, all of them can be substituted by one or more R 8 , R 10 , R 9 or OR 9 radicals; or are each independently Acyl groups selected from the group consisting of formyl, CO—(C 1 -C 6 )-alkyl COO—(C 1 -C 6 )-alkyl SO 2 —(C 1 -C 6 )-alkyl, wherein all of the alkyl residues may be unsubstituted or substituted by one or more radicals R 9 ; or R 6 and R 7 may form a divalent group CO, CS, CO—CO, CH 2 CO, CHR 9 CO, CR 9 R 9 CO, SO, SO 2 , PO(OH), PO(OR 9 ),PO(R 9 ), PO(OR 10 ), PO(R 10 ), PO(OR 8 ), PO(R 8 ), (C 1 C 3 )-alkylene, (C 3 -C 7 )-cycloalkylene, (C 3 -C 7 )-cycloalkyl-(C 1 -C 6 ) alkylene, or 1 ,2-phenylene; all of them unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, (C 3 -C 6 )-alkenyloxy, (C 3 -C 6 )-haloalkenyloxy, (C 3 -C 6 )-alkynyloxy, (C 3 -C 6 )-haloalkynyloxy, (C 3 -C 7 )-cycloalkyl, S(O) p R 2 , CN, NO 2 , OH, R 8 , R 10 , COR 9 , NR 11 R 12 , OR 9 and CO 2 R 9 ; which together with the C 2 , unit to which they are attached form a five to seven membered ring;

R 8 is phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , S(O) p R 9 and NR 11 R 12 ;

R 9 is (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl(C 3 -C 7 )-cycloalkyl, —(C 1 -C 4 )-alkyl-(C 3 -C 7 )-cycloalkyl, —(CH 2 ) q R 8 or —(CH 2 ) q R 10

R 10 is heterocyclyl 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, S(O) P R 13 , OH and oxo;

R 11 and R 12 are each independently H; or (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 2 -C 6 )-alkenyl, (C 2 -C 6 )-alkynyl, all of them can be substituted by one or more R 9 or OR 9 radicals;

R 13 is hydrogen, (C 1 -C 6 )-alkyl or phenyl unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C 1 -C 6 )-alkyl, (C 1 -C 6 )-haloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )-haloalkoxy, CN, NO 2 , S(O) p R 9 and NR 11 R 12; and

n and p and q are each independently zero, one or two;

m is zero, one, two or three;

which process comprises

a) where R 1 is CSNH 2 reacting the corresponding compound of formula (I) wherein R 1 is CN and and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , —R 13 and n are as defined above for formula (I), with an alkali or alkaline earth metal hydrosulfide or with the reagent Ph 2 PS 2 , or

b) where R 1 is CSNH 2 reacting the corresponding compound of formula (I) wherein R 1 is CN, and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , —R 13 and n are as defined above for formula (I), and with a bis(trialkylsilyl)sulfide, in the presence of a base, or

c) where R 1 is C(═NH)—S—(C 1 -C 4 )-alkyl reacting the corresponding compound of formula (I) wherein R 1 is CSNH 2 , and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , —R 13 and n are as defined above for formula (I), with an alkylating agent of formula (VI) or (VII):

(C 1 -C 4 )-alkyl-L 3 (VI); ((C 1 -C 4 )-alkyl) 3 O + BF 4 − (VII)

where L 3 is a leaving group or

d) where R 1 is C(═NZ)—S—(C 1 -C 4 )-alkyl and Z is (C 1 -C 6 ) alkyl,(C 1 -C 6 )-haloalkyl, (C 3 -C 6 )-alkenyl, (C 3 -C 6 )-alkynyl —(CH 2 ) q R 8 , COR 9 , CO 2 —(C 1 -C 6 )-alkyl or S(O) p R 9 ; alkylating, acylating or sulfonylating the corresponding compound of formula (I) wherein R 1 is C(═NZ)—S—(C 1 -C 4 )-alkyl and Z is H, and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , —R 13 and n are as defined above for formula (I), with a compound of formula (VIII):

Z-L 4 (VIII)

wherein L 4 is a leaving group, and e) optionally, converting a resulting compound of formula (I) into a pesticidally acceptable salt thereof.

9. A pesticidal composition comprising a compound of formula (I) or a pesticidally acceptable salt thereof as defined in any one of claims 1 to 6 , in association with a pesticidally acceptable diluent or carrier.

10. A method for the control of pests at a locus which comprises the application of an effective amount of a compound of formula (I) or a salt thereof as claimed in any of claims 1 to 6 or of a composition as claimed in claim 9 to the pests or the locus.

11. A method for the treatment of a parasitic infection or infestation in an animal, which comprises administering an effective amount of the compound of claim 1 to the animal in need thereof.