Cyanoketone derivative and herbicide containing it as an...

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C - Chemistry, Metallurgy

07

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C07C 255/40 (2006.01) A01N 37/42 (2006.01) A01N 39/00 (2006.01) A01N 39/02 (2006.01) A01N 43/00 (2006.01) A01N 43/06 (2006.01) A01N 43/36 (2006.01) A01N 43/40 (2006.01) A01N 43/42 (2006.01) A01N 43/50 (2006.01) A01N 43/52 (2006.01) A01N 43/54 (2006.01) A01N 43/60 (2006.01) A01N 43/74 (2006.01) A01N 43/90 (2006.01) C07C 255/17 (2006.01) C07C 255/41 (2006.01) C07C 255/54 (2006.01) C07C 255/56 (2006.01) C07C 323/60 (2006.01) C07C 323/62 (2006.01) C07C 325/02 (2006.01) C07D 207/337 (2006.01) C07D 207/36 (2006.0

Patent

CA 2064322

Disclosed are a cyanoketone derivative of the formula, (see fig.I) (wherein: A1 is a cyclic group selected from the group consisting of phenyl, naphthyl and a five- or six-membered heterocyclic group which may be fused and which has at least one hetero atom selected from the group consisting of oxygen, sulfur and nitrogen atoms, wherein the said cyclic group may have at least one substituent selected from the group consisting of halogen, C1-4alkyl, halogeno-C1-4alkyl, C1-4alkoxy, C1-4alkylthio, C1-6alkoxy-carbonyl, nitro and cyano; X1, X2 and X3 are each independently an oxygen or sulfur atom; B1, B2 and B3 are each independently a hydrogen atom or a C1-6alkyl group; Y1, Y2, Y3 and Y4 are each lndependently a hydrogen or halogen atom or a C1-6alkyl group; and A2 is a C1-6alkyl group, a linear or branched alkenyl group, cyclohexyl, a C2-6alkynyl group, a C1-4alkoxy group, a C1-4alkylthio group, a C1-6alkoxy-carbonyl group, benzoyl, cyano, phenyl, naphthyl or a five- or six-membered heterocyclic group which may be fused and which has at least one hetero atom selected from the group consisting of oxygen, sulfur and nitrogen atoms, wherein the C1-6alkyl group may have at least one substituent selected from the group consisting of halogen, C1-4alkoxy, C1-4alkylthio, tetrahydrofuryl and cyano, the benzoyl may have a chlorine atom, substituent, and the phenyl, naphthyl and heterocyclic groups may each have at least one substituent selected from the group consisting of halogen, C1-4alkyl, haloyeno-C1-4alkyl, C1-4alkoxy, C1-4alkylthio, C1-6alkoxy-carbonyl, nitro and cyano), provided that when B1 is a hydrogen atom and B2 is a C1-6alkyl group, then the compound of the formula (1) is any one of two enantiomers with regard to the asymmetric carbon atom to which B1 and B2 are bonded, or a mixture of these enantiomers, and a herbicide composition containing it as an active component.

Dérivé de cyanocétone de formule (voir fig. I), où : A1 est un groupe cyclique choisi parmi un phényle, un naphtyle et un groupe hétérocyclique à cinq ou six chaînons, pouvant être condensé et comportant au moins un atome hétéro, choisi parmi l'oxygène, le soufre et l'azote; le groupe cyclique peut avoir au moins un substituant, choisi parmi un halogène, un groupe alkyle C1-4, halogéno-alkyle C1-4, alcoxy C1-4, alkylthio C1-4, carbonyl-alcoxy C1-6, nitro et cyano; X1, X2 et X3 sont chacun indépendamment l'un de l'autre un atome d'oxygène ou de soufre; B1, B2 et B3 sont chacun indépendamment l'un de l'autre un atome d'hydrogène ou un groupe alkyle C1-6; Y1, Y2, Y3 et Y4 sont chacun indépendamment l'un de l'autre un atome d'hydrogène ou d'halogène, ou un groupe alkyle C1-6; A2 est un groupe alkyle C1-6, un groupe alcényle linéaire ou ramifié, cyclohexyle, alcynyle C2-6, alcoxy C1-4, alkylthio C1-4, carbonyl-alcoxy C1-6, benzoyle, cyano, phényle, naphtyle ou un groupe hétérocyclique à cinq ou six chaînons, pouvant être condensé et comportant au moins un atome hétéro, choisi parmi l'oxygène, le soufre et l'azote, où le groupe alkyle C1-6 peut avoir au moins un substituant choisi parmi un halogène, un groupe alcoxy C1-4, alkylthio C1-4, tétrahydrofuryle et cyano; le benzoyle peut porter un atome de chlore, substituant; le phényle, le naphtyle et le groupe hétérocyclique peuvent porter chacun au moins un substituant, choisi parmi un halogène, un groupe alkyle C1-4, halogéno-alkyle C1-4, alcoxy C1-4, alkylthio C1-4, carbonyl-alcoxy C1-6, nitro et cyano); à la condition que si B1 est un atome d'hydrogène et B2 un groupe alkyle C1-6, alors le composé de formule (1) est l'un de deux énantiomères, eu égard au carbone asymétrique auquel B1 et B2 sont liés, ou un mélange de ces énantiomères; composition herbicide le renfermant comme principe actif..

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