Oxadiazoline derivatives and their use as insecticides

Details Oxadiazoline derivatives and their use as insecticides Oxadiazoline derivatives and their use as insecticides

C - Chemistry, Metallurgy

07

D

C07D 413/04 (2006.01) A01N 43/836 (2006.01) A01N 47/02 (2006.01) A01N 47/14 (2006.01) A01N 47/38 (2006.01) C07D 413/14 (2006.01)

Patent

CA 2333759

The present invention relates to a compound of formula (I), wherein R1 is C1-6 alkyl or C1-6 haloalkyl; n is 0, 1 or 2; X is (1) group of -NR2R3 wherein R2 and R3 independently represent (i) hydrogen or (ii) C1-6 alkyl which may optionally be substituted with pyridyl, (2) group of -N=CHOR4 wherein R4 represents C1-6 alkyl, (3) group of -N=CHNR6R7 wherein R6 and R7 independently represent (i) hydrogen or (ii) C1-6 alkyl, (4) group of -N=CHAr wherein Ar represents phenyl which may optionally be substituted with substituents selected from the group consisting of hydroxy and C1-3 alkoxy, or (5) pyrrolyl; R5 is optionally substituted alkyl or optionally substituted acyl; R8 is (1) halogen, (2) C1-6 haloalkyl, (3) C1-6 haloalkoxy or (4) phenyl which may optionally be substituted with C1-6 haloalkyl; A is (1) nitrogen atom or (2) group of formula (a) wherein R9 is chlorine atom or cyano; and B is nitrogen atom or formula (b); or a salt thereof. The compounds (I) or their salts have excellent insecticidal activities and less toxicity against fish. Therefore, the agrochemical compositions containing the compound (I) or a salt thereof can protect crops, etc. from harmful pests so as to contribute to an agricultural success.

L'invention porte sur un composé de formule (I) où R?1¿ est C¿1-6? alkyle ou C¿1-6? haloalkyle; n est 0, 1 ou 2; X est (1) un groupe NR?2¿R?3¿ où R?2¿ et R?3¿ représentent indépendamment (i) H ou (ii) C¿1-6? alkyle facultativement substitué par pyridyle, (2) un groupe N=CHOR?4¿ où R?4¿ représente C¿1-6? alkyle, (3) un groupe N=CHNR?6¿R?7¿ où R?6¿ et R?7¿ représentent indépendamment (i) H ou C¿1-6? alkyle, (4) un groupe N=CHAr où Ar représente phényl facultativement substitué par des substituants choisis parmi hydroxy et C¿1-3? alkoxy, pyrrolyle; R?5¿ est alkyle facultativement substitué ou acyle facultativement substitué; R?8¿ est (1) halogène, (2) C¿1-6? haloalkyle, (3) C¿1-6? haloalkoxy, ou (4) phényle facultativement substitué par C¿1-6? haloalkyle; A est (1) un atome d'azote ou (2) (a) où R?9¿ est un atome de chlore ou cyano; et B est un atome d'azote ou (b); ou un de ses sels. Les composés (I) ou leurs sels présentent une excellente activité insecticide et sont moins toxiques vis à vis des poissons. Ils sont donc utilisables pour la protection des récoltes contre les insectes nuisibles et contribuent au succès de l'agriculture.

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