Patent TW-200507753-A (TW)
Title: Fungicides
Inventor: CROWLEY PATRICK JELF
IPC: C07D213/68
Filed: 2004-05-12
Abstract: Fungicidal compounds of the general formula (1): wherein Ar is a group of the formula (A): wherein A1, A2 and A3 are independently H, halogen, C1-4 alkyl, halo(C1-4)alkyl, C2-4 alkenyl, halo(C2-4)alkenyl, C2-4 alkynyl, halo(C2-4)alkynyl, C1-4 alkoxy, halo(C1-4)alkoxy, -S(O)m(C1-4)alkyl wherein m is 0, 1 or 2 and the alkyl group is optionally substituted with halo, -OSO2(C1-4)alkyl where the alkyl group is optionally substituted with halo, cyano, nitro, C1-4 alkoxycarbonyl, -CONRmRn, -CORm, -NRmCORn, -SO2NRmRn or -NRmSO2R1 where R1 is C1-4 alkyl and Rm and Rn are independently H or C1-4 alkyl; or Ar is a group of the formula (B1) or (B2): wherein L and M are independently N, N-oxide or CQ, except that no more than one of L or M is N-oxide; Ka and Kb are independently H or F; V is H, halo, C1-6 alkyl optionally substituted with halo or C1-4 alkoxy, C3-6 cycloalkyl optionally substituted with halo or C1-4 alkoxy, C2-4 alkenyl optionally substituted with halo, C2-4 alkynyl optionally substituted with halo, C1-6 alkoxy optionally substituted with halo or C1-4 alkoxy, C2-4 alkenyloxy optionally substituted with halo, C2-4 alkynyloxy optionally substituted with halo, cyano, nitro, C1-4 alkoxycarbonyl, -OSO2R', -S(O)Mr', -COR", - CONR"R'", -SO2NR"R"', -NR"SO2R', -CR"=NR'", -NR"R'", -NR"COR"', -NR"CO2R'" where m is 0, 1 or 2, R' is C1-6 alkyl optionally substituted with halogen and R" and R"' are independently H or C1-6 alkyl or, in the case of -CONR"R"' or -SO2NR"R'", may join to form a 5-or 6-membered ring containing a single nitrogen atom, saturated carbon atoms and optionally a single oxygen atom; Q is H, halo, C1-8 alkyl, C3-6 cycloalkyl, C2-8 alkenyl, C2-8 alkynyl, C1-8 alkoxy, C1-8 alkylthio, halo(C1-8)alkyl, halo(C1-8)alkoxy, nitro, amino, mono- or di-(C1-6)alkylamino, mono- or di-(C2-6)alkenylamino, mono- or di-(C2-6)alkynylamino, formylamino, C1-4 alkyl(formyl)amino, C1-5 alkyl carbonylamino, C1-4 alkoxycarbonylamino, C1-4 alkyl(C1-4 alkylcarbonyl)amino, cyano, formyl, C1-4 alkylcarbonyl, C1-4 alkoxycarbonyl, aminocarbonyl, mono- or di-(C1-4)alkylaminocarbonyl, carboxy, C1-4 alkylcarbonyloxy, aryl(C1-4)alkylcarbonyloxy, C1-4 alkylsulphinyl, C1-4 alkylsulphonyl or C1-4 alkylsulphonyloxy, halo(C1-4)alkylsulphinyl, halo(C1-4)alkylsulphonyl or halo(C1-4)alkylsulphonyloxy, -SO2NRmRn, -NRmSO2R1, where R1 is C1-6 alkyl and Rm and Rn are independently H or C1-6 alkyl or, in the case of -SO2NRmRn, may join to form a 5- or 6-membered ring containing a single nitrogen atom, saturated carbon atoms and optionally a single oxygen atom; or Ar is a group of the formula (C ): , wherein A4 and A5 are independently H, halo, C1-8 alkyl, C3-6 cycloalkyl, C2-8 alkenyl, C2-8 alkynyl, C1-8 alkoxy, C1-8 alkylthio, nitro, amino, mono- or di-(C1-6)alkylamino, mono- or di-(C2-6)alkenylamino, mono- or di-(C2-6)alkynylamino, formylamino, C1-4 alkyl(formyl)amino, C1-4 alkylcarbonylamino, C1-4 alkyl(C1-4 alkylcarbonyl)amino, cyano, formyl, C1-4 alkylcarbonyl, C1-4 alkoxycarbonyl, aminocarbonyl, mono- or di-(C1-4)alkylaminocarbonyl, carboxy, C1-4 alkylcarbonyloxy, aryl(C1-4)alkylcarbonyloxy, C1-4 alkylsulphinyl, C1-4 alkylsulphonyl, C1-4 alkylsulphonyloxy, aryl, heteroaryl, aryloxy, arylthio, heteroaryloxy or heteroarylthio wherein any of the foregoing alkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, groups or moieties are optionally substituted; or Ar is a 5- or 6- linked group of the formula (D1) or (D2): , wherein W is H, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylthio, C1-4 alkylsulphinyl, C1-4 alkylsulphonyl, halo(C1-4)alkyl, halo(C1-4)alkoxy, halo(C1-4)alkylthio, halo(C1-4)alkylsulphinyl, halo(C1-4)alkylsulphonyl, cyano or nitro, X is N, NH or N-C1-4 alkyl, Y is CR, N, NH, N-C1-4 alkyl, O or S, Z is CR, N, NH, N-C1-4 alkyl, O or S, R is H, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylthio, C1-4 alkylsulphinyl, C1-4 alkylsulphonyl, halo(C1-4)alkyl or halo(C1-4)alkoxy, halo(C1-4)alkylthio, halo(C1-4)alkylsulphinyl, halo(C1-4)Jalkylsulphonyl or mono- or di-(C1-4)alkylamino, the bonds joining X, Y, Z and the fused benzene ring are double or single bonds appropriate to the valencies of X, Y and Z, provided that only one of Y and Z may be O or S, that only one of Y and Z may be CH or CR and that only one of X, Y and Z may be NH or N-C1-4 alkyl; R1 is methyl or ethyl; R2 is H, C1-4 alkyl, C1-4 alkoxymethyl or benzyloxymethyl in which the phenyl ring of the benzyl moiety is optionally substituted with C1-4 alkoxy; R3 and R4 are independently H, C1-3 alkyl, C2-3 alkenyl or C2-3 alkynyl provided that both are not H and that when both are other than H their combined total of carbon atoms does not exceed 4, or R3 and R4 join with the carbon atom to which they are attached to form a 3 or 4 membered carbocyclic ring optionally containing one O, S or N atom and optionally substituted with halo or C1-4 alkyl; R5 is H, C1-4 alkyl or C3-6 cycloalkyl in which the alkyl or cycloalkyl group is optionally substituted with halo, hydroxy, C1-6 alkoxy, cyano, C1-4 alkylcarbonyloxy, aminocarbonyloxy or mono- or di(C1-4)alkylaminocarbonyloxy, -S(O)p(C1-6)alkyl where p is 0, 1 or 2, triazolyl, pyrazolyl, imidazolyl, tri(C1-4)-alkylsilyloxy, optionally substituted phenoxy, optionally substituted thienyloxy, optionally substituted benzyloxy or optionally substituted thienylmethoxy, or R5 is optionally substituted phenyl, optionally substituted thienyl or optionally substituted benzyl, in which the optionally substituted phenyl and thienyl rings or moieties of the R5 values are optionally substituted with one, two or three substituents selected from halo, hydroxy, mercapto, 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, halo(C1-4)alkylthio, hydroxy(C1-4)alkyl, C1-4 alkoxy(C1-4)alkyl, C3-6 cycloalkyl, C3-6 cycloalkyl(C1-4)alkyl, phenoxy, benzyloxy, benzoyloxy, cyano, isocyano, thiocyanato, isothiocyanato, nitro, -NRpRq, -NHCORp, -NHCONRpRq, -CONRpRq, -SO2Ro, -OSO2Ro, -CORp, -CRp=NRq or -N=CRpRq, in which Ro is C1-4 alkyl, halo(C1-4)alkyl, C1-4 alkoxy, halo(C1-4)alkoxy, C1-4 alkylthio, C3-6 cycloalkyl, C3-6 cycloalkyl(C1-4)alkyl, phenyl or benzyl, the phenyl and benzyl groups being optionally substituted with halogen, C1-4 alkyl or C1-4 alkoxy and Rp and Rq are independently hydrogen, C1-4 alkyl, halo(C1-4)alkyl, C1-4 alkoxy, halo(C1-4)alkoxy, C1-4 alkylthio, C3-6 cycloalkyl, C3-6 cycloalkyl(C1-4)alkyl, phenyl or benzyl, the phenyl and benzyl groups being optionally substituted with halogen, C1-4 alkyl or C1-4 alkoxy; and n is 0, 1 or 2.