Pesticidally active pyrazole derivatives

Patent metadata

Field	Value
Publication number	US-11472797-B2
Application number	US-201816603057-A
Country	US
Kind code	B2
Filing date	Apr 4, 2018
Priority date	Apr 5, 2017
Publication date	Oct 18, 2022
Grant date	Oct 18, 2022

Abstract

Compounds of formula (I) as defined herein, to processes for preparing them, to pesticidal, in particular insecticidal, acaricidal, molluscicidal and nematicidal compositions comprising them and to methods of using them to combat and control pests such as insect, acarine, mollusc and nematode pests.

First claim

What is claimed is:

1. A compound of formula (I)

wherein R 1 is selected from H, C 1 -C 6 -alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyl- C 1 -C 3 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, aryl(C 0 -C 3 )-alkyl and heteroaryl(C 0 -C 3 )-alkyl, wherein each of C 1 -C 6 -alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkyl- C 1 -C 3 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl, aryl(C 0 -C 3 )-alkyl and heteroaryl(C 0 -C 3 )-alkyl is unsubstituted or substituted with 1 to 7 substituents independently selected from halogen, cyano, C 1 -C 6 -alkoxy and C 1 -C 6 -alkoxycarbonyl;
Q is selected from H, hydroxy, —C(═O)H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkinyl, C 3 -C 7 cycloalkyl, C 3 -C 7 heterocycloalkyl, C 3 -C 7 cycloalkyl- C 1 -C 3 -alkyl, C 1 -C 3 -alkyl-C 3 -C 7 cycloalkyl, aryl(C 0 -C 3 )-alkyl, heteroaryl(C 0 -C 3 )-alkyl, N—C 1 -C 6 -alkylamino, N—C 1 -C 6 -alkylcarbonylamino and N,N-di (C 1 -C 6 -alkyl)amino, wherein each of C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 7 cycloalkyl, C 3 -C 7 heterocycloalkyl, C 3 -C 7 cycloalkyl- C 1 -C 3 -alkyl, C 1 -C 3 -alkyl-C 3 -C 7 cycloalkyl, aryl(C 0 -C 3 )-alkyl, heteroaryl(C 0 -C 3 )-alkyl, N—C 1 -C 6 -alkylamino, N—C 1 -C 6 -alkylcarbonylamino and N,N-di (C 1 -C 6 -alkyl)amino is unsubstituted or substituted with 1 to 7 substituents independently selected from halogen, hydroxyl, nitro, amino, cyano, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxycarbonyl, —C(═O)OH, C 1 -C 6 -alkylcarbamoyl, —C(═O)NH 2 , —C(═S)NH 2 , C 3 -C 6 -cycloalkylcarbamoyl and phenyl;
W is O or S;
L is selected from

wherein

indicates the bond to the group

T is a 5-membered heteroaryl of formula

wherein

indicates the bond to the group

and * indicates the bond to the pyrazole ring;
D 1 is selected from CR 9a , N, NR 9b , O and S;
D 2 is selected from CR 10a , N, NR 10b , O and S;
D 3 is C or N;
D 4 is selected from CR 11a , N, NR 11b , O and S;
D 5 is C or N;
with the proviso that at least one of D 1 , D 2 , D 3 , D 4 and D 5 is selected from N, O and S, that no more than one of D 1 , D 2 and D 4 is O or S, and that no more than three of D 1 , D 2 , D 3 , D 4 and D 5 are N and that D 5 is C when L is L1, L6, L10, L11, L38, L39 and L43;
R 6a , R 7a , R 8a , R 9a , R 10a and R 11a are independently selected from H, halogen, cyano, nitro, amino, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 3 -C 7 cycloalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkylsulfanyl, C 1 -C 6 -alkylsulfinyl and C 1 -C 6 -alkylsulfonyl, wherein each of C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 3 -C 7 cycloalkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkylsulfanyl, C 1 -C 6 -alkylsulfinyl and C 1 -C 6 -alkylsulfonyl is unsubstituted or substituted with 1 to 7 halogen;
R 6b , R 7b , R 8b , R 9b , R 10b and R 11b are independently selected from H and C 1 -C 6 -alkyl, wherein C 1 -C 6 -alkyl is unsubstituted or substituted with 1 to 7 halogen;
U is selected from —O—, —S—, —SO—, —SO 2 — and —NR 100 —;
R 100 is selected from H, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxycarbonyl and C 3 -C 6 -cycloalkyl, wherein each of C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy and C 3 -C 6 -cycloalkyl is unsubstituted or substituted with 1 to 13 substituents independently selected from halogen;
Z 1 is selected from C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, —(C 0 -C 6 -alkyl)-C 3 -C 7 heterocycloalkyl, —(C 0 -C 6 -alkyl)-C 3 -C 6 -cycloalkyl and C 1 -C 10 -alkylsulfonyl, wherein each of C 1 -C 10 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 2 -C 10 -alkenyl, C 2 -C 10 -alkynyl, —(C 0 -C 6 -alkyl)-C 3 -C 7 heterocycloalkyl, —(C 0 -C 6 -alkyl)-C 3 -C 6 -cycloalkyl and C 1 -C 10 -alkylsulfonyl is unsubstituted or substituted with 1 to 20 substituents independently selected from halogen, hydroxy, nitro, amino, cyano, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxycarbonyl, hydroxycarbonyl, C 1 -C 6 -alkylcarbamoyl, C 3 -C 6 -cycloalkylcarbamoyl and phenyl;
Z 2 is selected from H, halogen, cyano, nitro, amino, C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkylsulfanyl, C 1 -C 6 -alkylsulfinyl and C 1 -C 6 -alkylsulfonyl, wherein each of C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkylsulfanyl, C 1 -C 6 -alkylsulfinyl and C 1 -C 6 -alkylsulfonyl is unsubstituted or substituted with 1 to 5 substituents independently selected from halogen, hydroxy, nitro, amino, cyano, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxycarbonyl, hydroxycarbonyl, C 1 -C 6 -alkylcarbamoyl, C 3 -C 6 -cycloalkylcarbamoyl and phenyl;
Z 3 is selected from H, C 1 -C 6 -alkyl, C 1 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, aryl and heteroaryl, wherein each of C 1 -C 6 -alkyl, C 1 -C 6 -cycloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, aryl and heteroaryl, is unsubstituted or substituted with 1 to 7 substituents independently selected from halogen, hydroxy, nitro, amino, cyano, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxycarbonyl, —C(═O)OH, C 1 -C 6 -alkylcarbamoyl, C 3 -C 6 -cycloalkylcarbamoyl and phenyl;
with the proviso that when L is L46 and Z 1 is C 1 -C 6 -alkyl, U is not —O—;
or an agrochemically acceptable salt or N-oxide thereof.

2. The compound or salt according to claim 1 , wherein T is selected from

wherein * indicates the bond to the L group.

3. The compound or salt according to claim 1 , wherein T is selected from

wherein * indicates the bond to the L group.

4. The compound or salt according to claim 1 , wherein T is selected from

wherein * indicates the bond to the L group.

5. The compound or salt according to claim 1

Assignees

• Syngenta Participations Ag

Inventors

• El Qacemi Myriem
• Bigot Aurelien
• Edmunds Andrew
• Gagnepain Julien Daniel Henri
• JEANGUENAT ANDRé
• Pitterna Thomas
• STOLLER ANDRé
• Sabbadin Davide
• Mondiere Regis Jean Georges
• Gribkov Denis

Classifications

• C07D409/14 Primary

  containing three or more hetero rings · CPC title

• A01N53/00

  Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof · CPC title

• C07D413/14 Primary

  containing three or more hetero rings · CPC title

• A01N43/80

  five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 · CPC title