Pesticidal compounds

Patent metadata

Field	Value
Publication number	US-2022002284-A1
Application number	US-201917291402-A
Country	US
Kind code	A1
Filing date	Nov 18, 2019
Priority date	Nov 28, 2018
Publication date	Jan 6, 2022
Grant date	—

Abstract

The present invention relates to the compounds of formula (I), and the N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof wherein the variables are defined according to description formula (I). The compounds of formula (I), as well as the N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof, are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

First claim

1 . Compounds A compound of formula I

wherein
A 1 is N or CR A1 ;
A 2 is N or CR A2 ;
A 3 is N or CR A3 ;
wherein at least one of the A 1 , A 2 , A 3 is N;
B 1 is CR B1 ;
B 2 is CR B2 ;
B 3 is CR B3 ;
R A1 , R A2 , and R A3 independently of each other are selected from H, halogen, N 3 , OH, CN, NO 2 , —SCN, —SF 5 , C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, tri-C 1 -C 6 -alkylsilyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkoxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -alkyl-C 3 -C 6 -cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C(═O)—OR a , NR b R c , C 1 -C 6 -alkylene-NR b R c , O—C 1 -C 6 -alkylene-NR b R c , C 1 -C 6 -alkylene-CN, NH—C 1 -C 6 -alkylene-NR b R c , C(═O)—NR b R c , C(═O)—R d , SO 2 NR b R c , or S(═O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
R B1 , R B2 , and R B3 , independently of each other are H, halogen, N 3 , OH, CN, NO 2 , —SCN, —SF 5 , C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, tri-C 1 -C 6 -alkylsilyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkoxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -alkyl-C 3 -C 6 -cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C(═O)—OR a , NR b R c , C 1 -C 6 -alkylene-NR b R c , O—C 1 -C 6 -alkylene-NR b R c , C 1 -C 6 -alkylene-CN, NH—C 1 -C 6 -alkylene-NR b R c , C(═O)—NR b R c , C(═O)—R d , SO 2 NR b R c , or S(═O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
Q is —N═C(X)—, —N(R 2 )—C(═NR)—, or —N(R 2 )—C(═S)—, —C(R 4 R 5 )—O—, —C(═O)—O—, —S(═O) m —C(R 7 R 8 )—, —N(R 2 )—S(═O) m —, —N(R 2 )—C(R 9 R 10 )—, —C(═O)—C(R 19 R 20 )—, —N(R 2 )—C(═O)—, —C(R 13 R 14 )—C(R 15 R 16 )—, or —C(R 17 )═C(R 18 )—; wherein Ar is bound to either side of Q;
X is identical or different, H, halogen, SR 7 , OR 8 , N(R 3 ) 2 , —CR 4 ═N(OCH 3 ), CN, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, wherein the alkyl, alkenyl, alkynyl and cycloalkyl moieties are unsubstituted or substituted with halogen; phenyl, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
R is identical or different, H, CN, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, wherein the alkyl, alkenyl, alkynyl and cycloalkyl moieties are unsubstituted or substituted with halogen,
 SR 7 , OR 8 , N(R 3 ) 2 , phenyl, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
R 2 is H, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkoxy-C 1 -C 4 -alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C(O)—OR a , C 1 -C 6 -alkylen-NR b R c , C 1 -C 6 -alkylen-CN, C(O)—NR b R c , C(O)—R d , SO 2 NR b R c , S(═O) m R e , phenyl, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
R 3 is H, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, or C 3 -C 6 -cycloalkoxy-C 1 -C 4 -alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C 1 -C 6 -alkylene-CN, phenyl, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
R 4 , R 5 , R 7 , R 8 , R 9 , R 10 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 are, identical or different, H, halogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkoxy-C 1 -C 4 -alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C(═O)—OR a , C 1 -C 6 -alkylene-NR b R c , C 1 -C 6 -alkylene-CN, C(═O)—NR b R c , C(═O)—R d , SO 2 NR b R c , S(═O) m R e , phenyl, or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
R 6 is H, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkoxy-C 1 -C 4 -alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C(═O)—OR a , C 1 -C 6 -alkylene-NR b R c , C 1 -C 6 -alkylene-CN, C(═O)—NR b R c , C(═O)—R d , SO 2 NR b R c , S(═O) m R e , phenyl, —CH 2 —C(═O)—OR a , or —CH 2 -phenyl, wherein the phenyl rings are unsubstituted or substituted with R f ;
Ar is phenyl or 5- or 6-membered hetaryl, which are unsubstituted or substituted with R Ar , wherein
R Ar is halogen, N 3 , OH, CN, NO 2 , —SCN, —SF 5 , C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 2 -C 6 -alkenyl, tri-C 1 -C 6 -alkylsilyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkoxy, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkoxy-C 1 -C 4 -alkyl, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C(═O)—OR a , NR b R c , C 1 -C 6 -alkylene-NR b R c , O—C 1 -C 6 -alkylene-NR b R c , C 1 -C 6 -alkylene-CN, NH—C 1 -C 6 -alkylene-NR b R c , C(═O)—NR b R c , C(═O)—R d , SO 2 NR b R c , or S(═O) m R e , phenyl, phenoxy, phenylcarbonyl, phenylthio or —CH 2 -phenyl, wherein phenyl rings are unsubstituted or substituted with R f ;
R 1 is a moiety of formula Y—Z-T-R 11 or Y—Z-T-R 12 ; wherein
Y is —CR ya ═N—, wherein the N is bound to Z;
—NR yc —C(═O)—, wherein C(═O) is bound to Z; or
—NR yc —C(═S)—, wherein C(═S) is bound to Z;
Z is a single bond;
—NR zc —C(═O)—, wherein C(═O) is bound to T;
—NR zc —C(═S)—, wherein C(═S) is bound to T;
—N═C(S—R za )—, wherein T is bound to the carbon atom;
—O—C(═O)—, wherein T is bound to the carbon atom; or
—NR zc —C(S—R za )═, wherein T is bound to the carbon atom;
T is O, N or N—R T ;
R 11 is C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, C 1 -C 4 -alkyl-C 3 -C 6 -cycloalkoxy, wherein the alkyl, alkoxy, alkenyl, alkynyl, cycloalkyl and cycloalkoxy moieties are unsubstituted or substituted with halogen,
 C 1 -C 6 -alkylene-NR b R c , C 1 -C 6 -alkylene-CN, C(═O)—NR b R c , C(═O)—R d , aryl, aryl-carbonyl, aryl-C 1 -C 4 -alkyl, aryloxy-C 1 -C 4 -alkyl, heteroaryl, carbonyl-heteroaryl, heteroaryl-C 1 -C 4 -alkyl or heteroaryloxy-C 1 -C 4 -alkyl, wherein the phenyl rings are unsubstituted or substituted with R g and wherein the heteroaryl is a 5- or 6-membered monocyclic heteroaryl or a 8-, 9- or 10-membered bicyclic heteroaryl;
R 12 is a radical of the formula A 1 ;

wherein # indicates the point of attachment to T;
R 121 , R 122 , R 123 are, identical or differ

Assignees

• Basf Se

Inventors

• Narine Arun
• Chaudhuri Rupsha
• Maity Pulakesh
• Sambasivan Sunderraman
• Von Deyn Wolfgang
• Dickhaut Joachim
• Huwyler Nikolas
• Koerber Karsten
• Kuzmina Olesya

Classifications

• C07D237/30

  Phthalazines · CPC title

• A01N47/34

  containing the groups [IMAGE cpc-sch-A01N-0947.gif], e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products · CPC title

• C07H99/00

  Subject matter not provided for in other groups of this subclass · CPC title

• C07D239/94

  Nitrogen atoms · CPC title

• A01N43/58

  1,2-Diazines; Hydrogenated 1,2-diazines · CPC title