Patent ID: 6376426
Filing Date: 2002-04-23
Classification: A01N,C07D

Abstract:
A 3-heterocycl-1-yluracil of formula (I) whereinR1 and R2 together with the interjacent nitrogen atom form an optionally benzo-condensed 5-membered heterocyclic ring, which may be substituted by up to 4 substituents selected from the group consisting of halogen, nitro, amino, hydroxy, cyano, C1-6-alkyl, C1-6-alkoxyimino-C1-6-alkyl, alkenyloxyimino-C1-6-alkyl, C2-8-alkenyloxyimino-C1-6-alkoxycarbonyl-C1-6-alkyl, C1-6-alkoxycarbonyl-C1-6-alkoxyimino-alkyl, hydroxy-C1-6-alkyl, C1-6-alkoxy-C1-6-alkyl, di-(C1-6-alkoxy)-C1-6-alkyl, di-(alkylthio)-alkyl, C1-6-alkylsulfonylamino-C1-6-alkyl, halo-C1-6-alkylsulfonylamino-C1-6 alkyl, (C-1-6 alkyl)n amino-C1-6-alkyl, (C1-6-alkylcarbonyloxy)z-C1-6-alkyl, halo-C1-6-alkyl, cyano-C1-6-alkyl, cyano-C2-8-alkenyl formyl, C1-6-alkylcarbonyl, or ZR8, wherein Z is O, NR9 or S(O)r or a single bond; R8 is â€”(R10)sâ€”CWR11, â€”(R10)sâ€”SO2R11, C1-6-alkyl, halo-C1-6-alkyl, hydroxy-C1-6-alkyl, phenyl-C1-6-alkyl, cyano-C1-6-alkyl, C1-6-alkanoxyoxy-C1-6-alkyl, C1-6-alkoxy-C1-6-alkyl, di (C1-6-alkoxy)-C1-6-alkyl C3-8-cycolalkyl, C2-8-alkenyl, or C2-8-alkynyl; R9 is hydrogen, C1-6-alkyl, C2-8-alkenyl, C2-8-alkynyl, formyl, amino or C1-6-alkylcarbonyl; R10 is NR12, C1-4-alkylidene or C2-4 alkenylidene; R11 is C1-6-alkyl, halo-C1-6-alkyl, halo-C1-6-alkoxy, hydrogen, hydroxy, C1-6-alkoxy, C1-6-alkoxy-C1-6-alkyl, C1-6-alkoxy-C1-6-alkoxy, C1-6-alkoxy-C1-6-alkylamino, di-C1-6-alkoxy-C1-6-alkylamino, phenyl, phenoxy, C3-8-cycolalkyl, C3-8-cycolalkoxy, phenyl-C1-6-alkyl, C1-6-alkoxycarbonyl, hydroxycarboxyl, C1-6-alkoxycarbonyl-C1-6-alkyl, C1-6-alkoxycarbonyl-C1-6-alkoxy, hydroxycarbonyl-C1-6alkyl, hydroxycarbonyl-C1-6alkoxy, (C1-6-alkyl)r amino, (C3-8-cycloalkyl)r amino, N-C3-8-cycloalkyl-N-(C1-6-alkyl)s amino, (C1-6-alkyl)r hydrazino, C1-6-alkoxycarbonyl-C1-6-alkylamino, hydroxy-C1-6-alkylamino, (C1-6-alkyl)r amino-C1-6-alkylamino, (C1-6-alkyl)r aminocarbonyl-C1-6-alkylamino, hydroxycarbonyl-C1-6-alkylamino, C1-6-alkylsulfonylamino, phenylsulfonylamino, C1-6-alkanoylaimino-C1-6-alkylamino, N-C1-6-alkoxy-N-(C1-6-alkyl), amino, N-hydroxy-N-(C1-6-alkyl)s amino, cyano-C1-6-alkyl-amino, (C2-8-alkenyl)r amino, C1-6-alkoxy-C1-6-alkylamino, (C2-8-alkynyl)r amino, C2-8-alkenyloxy, C2-8-alkynyloxy, or semicarbazido; R12 is hydrogen, C1-6-alkyl, C2-8-alkenyl, C2-8-alkynyl, formyl, C1-6-alkylsulfonyl, C1-6-alkylcarbonyloxy or C1-6-alkylcarbonyl; r represents an integer from 0 to 2; s represents 0 or 1; z represents 1 or 2; R3 represents an amino, hydroxy, alkyl or alkoxy group; R4 represents a halogen atom, or a formyl, a hydroxyiminomethyl, a cyano, a carboxy, an alkoxycarbonyl, a carbamoyl, a thiocarbamoyl, an alkyl, an alkoxy, an alkylthio, a haloalkyl, a haloalkoxy or a haloalkylthio group, R5 represents a hydrogen or halogen atom, or an alkyl group; or an agriculturally acceptable salt or N-oxide thereof.