Patent IL-107289-A (IL)
Title: METHYL a(o-SUBSTITUTED PHENYL)-b-METHOXY- ACRYLATE DERIVATIVES, THEIR PREPARATION AND FUNGICIDAL COMPOSITIONS CONTAINING THEM
IPC: C07D333/16
Filed: 1988-01-19
Abstract: Compounds of the formula R1YR2C R3X11 CCH302c CH.OR6 and stereoisomers thereof, wherein R1 is an aryl moiety which is optionally substituted by one or more of: halogen, hydroxy, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C1-4 alkoxy, C2-4 alkenyloxy, C2-4 alkynyloxy, halo (C1-4) alkyl, halo (C1-4) alkoxy, C1-4 alkylthio, hydroxy (C1-4) alkyl, (C1-4) alkoxy (C1-4) alkyl, C3-6 cycloalkyl, C3-6 cycloalkyl (C1-4) alkyl, phenyl, heteroaryl, phenoxy, heteroaryloxy, phenyl (C1-4) alkyl in which the alkyl moiety is optionally substituted with hydroxy, heteroaryl (C1-4) alkyl, phenyl (C2-4) alkenyl, heteroraryl (C2-4) alkenyl, phenyl (C1-4) alkoxy, heteroaryl (C1-4) alkoxy, phenoxy (C1-4) alkyl, heteroaryloxy (C1-4) alkyl, (C1-4) alkylcarbonyloxy, benzoyloxy, cyano, thiocyanato, nitro, -NR:R", -NHCOR:, -NHCONR:R", -CONR:R", -COOR:, -OSO2R:, -SO2R:, -COR:, -CR: =NR" or -N=CR:R"; or substituents on the aryl moiety of R1, when they are in adjacent positions, may join to form a methylenedioxy group or may join together with R1 to form a dibenzo-p-dioxinyl, dibenzofuranyl or dibenzothienyl fused ring system; phenyl or heteroaryl moieties comprised in any of the foregoing substituents are optionally substituted by one or more of: halogen, hydroxy, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C1-4 alkoxy, C2-4 alkenyloxy, C2-4 alkynyloxy, halo (C1-4) alkyl, halo (C1-4) alkoxy, C1-4 alkylthio, hydroxy (C1-4) alkyl, (C1-4) alkoxy (C1-4) alkyl, C3-6 cycloalkyl, C3-6 cycloalkyl (C1-4) alkyl, phenyl, heteroaryl, phenoxy, heteroaryloxy, phenyl (C1-4) alkyl in which the alkyl moiety is optionally substituted with hydroxy, heteroaryl (C1-4) alkyl, phenyl (C2-4) alkenyl, heteroaryl (C2-4) alkenyl, phenyl (C1-4) alkoxy, heteroaryl (C1-4) alkoxy, phenoxy (C1-4) alkyl, heteroaryloxy (C1-4) alkyl, C1-4 alkylcarbonyloxy, benzoyloxy, cyano, thiocyanato, nitro, -NR:R", -NHCOR:, -NHCONR:R", -CONR:R", -COOR:, -OSO2R:, -SO2R:, -COR:, -CR:=NR" or -N=CR:R", wherein phenyl or heteroaryl moieties comprised in any of these substituents are optionally substituted by one or more of: halogen, hydroxy, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C1-4 alkoxy, C2-4 alkenyloxy, C2-4 alkynyloxy, halo (C1-4) alkyl, halo (C1-4) alkoxy, C1-4 alkylthio, hydroxy (C1-4) alkyl, (C1-4) alkoxy (C1-4) alkyl, C3-6 cycloalkyl, C3-6 cycloalkyl (C1-4) alkyl, C1-4 alkylcarbonyloxy, cyano, thiocyanato, nitro, -NR:R", -NHCOR:, -NHCONR:R", -CONR:R", -COOR:, -OSO2R:, -SO2R:, -COR:, -CR:=NR" or -N=CR:R"; R: and R" are independently hydrogen, C1-4 alkyl, C1-4 alkoxy (other than R: in -COR:), C1-4 alkylthio, C3-6 cycloalkyl, C3-6 cycloalkyl (C1-4) alkyl, phenyl or phenyl (C1-4) alkyl, the phenyl or phenyl (C1-4) alkyl groups being optionally substituted with halogen, C1-4 alkyl or C1-4 alkoxy; aryl is phenyl or naphthyl; the heteroaryl moieties are, independently, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, 1, 2, 3-, 1, 2, 4- or 1, 3, 5-triazinyl, 1, 2, 4, 5-tetrazinyl, thienyl, quinolinyl, isoquinolinyl, quinoxalinyl or benzothienyl; Y is oxygen, sulphur or NR4; R2, R3 and R4, which may be the same or different, are hydrogen, C1-4 alkyl or C2-4 alkenyl; X is halogen, C1-4 alkyl, C2-4 alkenyl, C1-4 alkoxy, nitro or cyano; n is 0 or an integer of 1 to 4; and R6 is methyl, hydrogen, sodium or potassium; provided that when Y is oxygen, R2 and R3 are independently hydrogen or alkyl, n is 0, 1 or 2 and R6 is methyl, the R1 is not phenyl optionally substituted with one or more of halogen, hydroxy, C1-4 alkyl, C1-4 alkoxy (itself substituted with halogen), phenyl, phenoxy, nitro, cyano, amino, mono-or di- (C1-4) alkylamino, C1-4 alkanoylamino, benzoylamino, carboxy or C1-4 alkoxycarbonyl.