Novel 3-(4-cyanophenyl)uracils

Details Novel 3-(4-cyanophenyl)uracils Novel 3-(4-cyanophenyl)uracils

C - Chemistry, Metallurgy

07

D

C07D 239/54 (2006.01) A01N 43/48 (2006.01) A01N 43/54 (2006.01) A01N 43/64 (2006.01) A01N 43/72 (2006.01) C07C 255/60 (2006.01) C07C 271/22 (2006.01) C07C 271/54 (2006.01) C07C 275/42 (2006.01) C07C 281/02 (2006.01) C07C 281/06 (2006.01) C07D 239/56 (2006.01) C07D 307/20 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2210909

The invention concerns 3-(4-cyanophenyl)uracils of formula (I), wherein A = H, CH3, NH2; Y = -O-, -S-; R1 = H, halogen; R2 = H, halogen, C1-C6-alkyl, C1-C6- alkyl halide, C1-C6-alkylthio, C1-C6-alkylsulphenyl, C1-C6- alkylsulphonyl; R3 = H, halogen, C1-C6-alkyl; R4 = H, C1-C6-alkyl halide, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C6- alkenyl, C3-C6-alkinyl, (C1-C6-alkyl)carbonyl, (C3-C6- alkenyl)carbonyl, (C3-C6-alkinyl)carbonyl or alkylsulphonyl, each of the last-mentioned eight groups being able to carry one to three substituents: halogen, nitro, cyamo, hydroxy, C3-C8-cycloalkyl, C1-C6-alkoxy, C3-C8-cycloalkoxy, C3-C6- alkenyloxy, C3-C6-alkinyloxy, C1-C6-alkoxy-C1-C6-alkoxy, C1-C6-alkylthio, C1-C6-alkylsulphenyl, C1-C6-alkylsulphonyl, C1-C6-alkylidene aminoxy, optionally substituted phenyl, phenoxy or phenylsulphonyl, an optionally substituted 3 to 7-member heterocyclyl or heterocyclyloxy group with one to three heteroatoms, -CO-XR5, OCO-XR5 or -N(R5)R6, wherein X = chemical bond, oxygen, sulphur or -N(R6)-; R5 = H, C1-C6-alkyl, C3-C8-cycloalkyl, C3-C6-alkenyl, C1-C6-alkinyl, C1-C6-alkoxy-C1-C6-alkyl, (C1-C6-alkoxy)carbonyl-C1-C6-alkyl, optionally substituted phenyl or phenyl-C1-C6-alkyl; or X and R5 together equal a 3 to 7-member heterocuclic ring which is bonded via nitrogen, has one to three heteroatoms and can optionally carry one to three substituents; R6 = H, OH, C1-C6-alkyl, C3-C8-cycloalkyl or C1-C6-alkoxy, and the salts of I whrn A = hydrogen. The products are used as herbicides, for dessiccating an defoliating plants.

L'invention concerne des 3-(4-cyanophényle)uraciles de la formule (I), dans laquelle A = H, CH3, NH2; Y = -O-, -S-; R<1> = H, halogène; R<2> = H, halogène, alkyle C1-C6, halogénure d'alkyle C1-C6, alkylthio C1-C6, alkylsulfényle C1-C6, alkylsulfonyle C1-C6; R<3> = H, halogène, alkyle C1-C6; R<4> = H, halogénure d'alkyle C1-C6, alkyle C1-C6, cycloalkyle C3-C8, alkényle C3-C6, alkinyle C3-C6, (alkyle C1-C6)carbonyle, (alkényle C3-C6)carbonyle, (alkinyle C3-C6)carbonyle ou alkylsulfonyle, chacun des 8 derniers restes pouvant porter entre un et trois substituants: halogène, nitro, cyano, hydroxy, cycloalkyle C3-C8, alcoxy C1-C6, cycloalcoxy C3-C8, alkényloxy C3-C6, alkinyloxy C3-C6, alcoxy C1-C6-alcoxy C1-C6, alkylthio C1-C6, alkylsulfényle C1-C6, alkylsulfonyle C1-C6, alkylidénaminoxy C1-C6, phényle éventuellement substitué, phénoxy ou phénylsulfonyle, un groupe hétérocyclyle ou hétérocyclyloxy de 3 à 7 chaînons éventuellement substitué comportant entre un et trois hétéroatomes, -CO-XR<5>, -OCO-XR<5> ou -N(R<5>)R<6>, où X = liaison chimique, oxygène, soufre ou -N(R<6>)-; R<5> = H, alkyle C1-C6, cycloalkyle C3-C8, alkényle C3-C6, alkinyle C3-C6, alcoxy C1-C6-alkyle C1-C6, (alcoxy C1-C6)carbonyle-alkyle C1-C6, phényle éventuellement substitué ou phényle-alkyle C1-C6 ou X et R<5> désignent conjointement hétérocycle comportant entre 3 et 7 chaînons, lié par azote, ayant entre un et trois hétéroatomes, qui peut le cas échéant porter entre un et trois substituants; R<6> = H, OH, alkyle C1-C6, cycloalkyle C3-C8 ou alcoxy C1-C6. L'invention concerne également les sels de (I) avec A = hydrogène. Ces nouveaux composés s'utilisent comme herbicides, dans le cadre de la dessiccation/défoliation de végétaux.

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