Patent ID: 6130187
Filing Date: 2000-10-10
Classification: A01N,C07D

Abstract:
A benzofran-7-yl uracil compound having the formula (1): ##STR93## wherein X is hydrogen or halogen;Y is hydrogen, halogen, cyano, lower alkyl, lower haloalkyl, lower alkoxy or lower haloalkoxy;R.sup.1 is hydrogen, lower alkyl, amino or lower haloalkyl;R.sup.2 is lower alkyl or lower haloalkyl;R.sup.3 is hydrogen, halogen, lower alkyl or lower haloalkyl;R.sup.5 is hydrogen, lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl, lower haloalkyl, lower alkoxy, lower haloalkoxy, lower alkenyloxy, lower alkynyloxy, lower alkoxycarbonylalkoxy, lower alkylthio, lower haloalkylthio, lower alkenylthio, lower alkynylthio, lower alkoxycarbonylalkylthio, lower alkylsulfonyl, lower haloalkylsulfonyl, phenylsulfonyl which is optionally substituted by halogen, halogen, hydroxyiminoalkyl, hydroxyiminohaloalkyl, lower alkoxyiminoalkyl, lower alkoxyiminohaloalkyl, lower alkyliminoalkyl, phenyliminoalkyl, hydrazonalkyl, lower alkylhydrazonoalkyl, phenylhydrazonoalkyl, cyano, carbamoyl having the same or different hydrogen atoms, lower alkyl, lower acyl, haloalkylcarbonyl, lower alkylsulfonyl, haloalkylsulfonyl or phenyl which is optionally substituted by alkyl, alkoxy or halogen, each of said carbamoyl substituents being on the nitrogen atom; phenyl which is optionally substituted by halogen, benzyl which is optionally substituted by alkyl, cyanoalkyl, carbamoylalkyl, thiocyanoalkyl, nitro, hydroxyamino, oxiranyl which is optionally substituted by alkyl; amino having the same or different hydrogen atoms, lower alkyl, haloalkyl, lower alkenyl, lower alkynyl, lower cycloalkyl, alkylsulfonyl, haloalkylsulfonyl, phenylsulfonyl which is optionally substituted by alkyl, alkoxy or halogen, acyl, haloalkylcarbonyl or benzoyl which is optionally substituted, by alkyl, alkoxy or halogen, each of said amino substituents being on the nitrogen atom, or a group of the formula: ##STR94## wherein Z is an oxygen atom or a sulfur atom, W is a group of the formula --SO-- or a group of the formula --SO.sub.2 --;R.sup.6 is hydrogen or lower alkyl;R.sup.7 is hydrogen, lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl, haloalkyl, lower alkoxyalkyl or lower alkylthioalkyl; or R.sup.6 and R.sup.7 bond to each other to form a 3- to 8-membered (carbon) ring together with the carbon atom to which they are bonded;R.sup.8 is a hydrogen atom, lower alkyl, lower cycloalkyl, lower haloalkyl, lower alkoxycarbonylalkyl, hydroxycarbonylalkyl, monoalkylcarbamoylalalkyl, dialkylcarbamoylalkyl, lower acyl, lower alkylsulfonyl, haloalkylsulfonyl, haloalkylcarbonyl, monoalkylcarbamoyl, monoalkylthiocarbamoyl, dialkylcarbamoyl, dialkylthiocarbamoyl or benzoyl;R.sup.9 is a hydrogen atom, lower alkyl, lower cycloalkyl, lower haloalkyl, lower alkoxycarbonylalkyl, hydroxycarbonylalkyl, monoalkylcarbamoylalkyl or dialkylcarbamoylalkyl;R.sup.10 is a hydrogen atom, lower alkyl, lower acyl, alkylsulfonyl, haloalkylsulfonyl or haloalkylcarbonyl,R.sup.11 is a hydrogen atom, lower alkyl, lower cycloalkyl, lower alkenyl, lower alkynyl, haloalkyl, lower alkoxyalkyl, alkylthioalkyl, phenyl which is optionally substituted by halogen, alkoxy, haloalkoxy, benzyloxy which is optionally substituted by halogen, phenoxy which is optionally substituted by alkoxy, or hydroxyl; andR.sup.4 is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, bromomethyl, dibromomethyl, tribromomethyl, difluoromethyl, hydroxymethyl,--CH(CH.sub.3)OH, --CH.sub.2 OCH.sub.3, --CH.sub.2 OC.sub.2 H.sub.5, --CH.sub.2 OC.sub.2 H.sub.5,--CH.sub.2 OCOCH.sub.3, --CH.sub.2 OCOC.sub.2 H.sub.5, --CH(CH.sub.3)OCOCH.sub.3, ##STR95## --CH.sub.2 SCH.sub.3, --CH.sub.2 SO.sub.2 CH.sub.3, --CH.sub.2 SC.sub.2 H.sub.5, --CH.sub.2 SO.sub.2 C.sub.2 H.sub.5, --CH.sub.2 N(CH.sub.3).sub.2,--CH.sub.2 N(C.sub.2 H.sub.5).sub.2, Cl, Br, --COCH.sub.3, --COC.sub.2 H.sub.5,--CH.sub.2 N(C.sub.2 H.sub.5).sub.2, Cl, Br, --COCH.sub.3, --COC.sub.2 H.sub.5,--COC.sub.3 H.sub.7, --COC.sub.3 H.sub.7 -i, ##STR96## --CHO, --C(CH.sub.3).dbd.NOH, --C(CH.sub.3).dbd.NOCH.sub.3,--C(CH.sub.3).dbd.NOC.sub.2 H.sub.5, --C(CH.sub.3).dbd.NCH.sub.3,--C(CH.sub.3).dbd.NNHCH.sub.3, --CN, --COOH, --COOCH.sub.3,--COOC.sub.2 H.sub.5, --COOC.sub.3 H.sub.7 -i, --COOC.sub.5 --H.sub.11, ##STR97## --CONH.sub.2, --CONHCH.sub.3, --CON(CH.sub.3).sub.2, --CONHC.sub.2 H.sub.5, ##STR98## --NO.sub.2, --NH.sub.2, --NHCOCH.sub.3, --NHCOCH.sub.2 Cl, --NHCOCF.sub.3, ##STR99## --NHSO.sub.2 CH.sub.3 --, --NHSO.sub.2 CF.sub.3, --NHSO.sub.2 CH.sub.2 Cl,--NHSO.sub.2 CHF.sub.2, ##STR100## --CH.sub.2 N(C.sub.2 H.sub.5).sub.2, --CH(CH.sub.3)Cl, --CH(CH.sub.3),Br, --CH(CH.sub.3)OCH.sub.3, --CH(C.sub.2 H.sub.5)Cl, ##STR101## --COC.sub.4 H.sub.9 -n, --COCH.sub.2 Cl, --COCH.sub.2 Br, --COCH.sub.2 Cl,--COCH.sub.2 Br, --CH(OH)C.sub.2 H.sub.5, --CH(OH)C.sub.3 H.sub.7, --CH(OH)C.sub.3 H.sub.7 -i, --CH(OH)C.tbd.CH,--CH(OH)CH.dbd.CH.sub.2, --CH.sub.2 SC.sub.3 H.sub.7, --CH.sub.2 SO.sub.2 C.sub.3 H.sub.7, --CH.sub.2 SC.sub.3 H.sub.7 -i, --CH.sub.2 SO.sub.2 C.sub.3 H.sub.7 -i, --CH.sub.2 SC.sub.4 H.sub.9,--CH.sub.2 SO.sub.2 C.sub.4 H.sub.9, --CH.dbd.CH2, --C.tbd.CH, --CH.sub.2 SO.sub.2 CH.sub.2 CF.sub.3, ##STR102## CH.dbd.CHCH.sub.3, C(CH.sub.3).dbd.CH.sub.2, C(CH.sub.3).dbd.CHCH.sub.3, C(C.sub.2 H.sub.5).dbd.CH.sub.2, C(C.sub.2 H.sub.5).dbd.CHCH.sub.3,C(CH.sub.3).dbd.C(CH.sub.3).sub.2, CH.dbd.C(CH.sub.3).sub.2, CH(CH.sub.3).sub.5 CH.sub.2 CF.sub.3, CH(C.sub.2 H.sub.5)OCH.sub.3,CH(CH.sub.3)OCH.sub.2 CH.sub.2 F, CH(CH.dbd.CH.sub.2)OCH.sub.2 CF.sub.3, and CH(CH.sub.3)SCSN(C.sub.2 H.sub.5).sub.2.