N-acylated alpha-naphthyl amines, their preparation and their use as plant fungicides, and plant-fungicidal agents containing them

N-Acylierte alpha-Naphthylamine, deren Herstellung und Verwendung als Pflanzenfungizide sowie sie enthaltende pflanzenfungizide Mittel

N-alpha-naphtylamines acylées, leur préparation et leur utilisation comme fongicides pour plantes, et agents fongicides pour plantes les contenant

Abstract

1. Claims for the Contracting States : BE CH DE FR GB IT LI NL SE An acylated naphthylamine of the formula I see diagramm : EP0018510,P27,F1 wherein R2 is hydrogen or methyl ; R3 is -CH(CH3 )COOR4 or see diagramm : EP0018510,P27,F2 in which R4 is C1 -C4 -alkyl, C2 -C4 -alkenyl, C3 -C4 -alkynyl or C3 -C7 -cycloalkyl, each of which is unsubstituted or is substituted by halogen or by C1 -C2 -alkoxy, and R5 is hydrogen or methyl ; and R6 is 2-furyl or 2-tetrahydrofuryl each of which is unsubstituted or is substituted by halogen, or R6 is beta-(C1 -C4 )-alkoxyethyl or the group CH2 Z, where Z is one of the groups a) -X-R7 , b) -NH-N(R8 )(R9 ), c) -OSO2 R10 , d) -O(CO)R11 , e) 1,2-pyrazolyl (1) or f) 1,2,4-triazolyl (1), including the salts and metal complexes thereof, and X is oxygen or sulfur, R7 is a C1 -C6 -alkyl group substituted by C1 -C2 -alkoxy, or it is C3 -C4 -alkenyl or C3 -C4 -alkynyl, R8 is hydrogen or C1 -C3 -alkyl, R9 is C1 -C3 -alkyl or phenyl, R10 is C1 -C4 -alkyl or mono- or di-(C1 -C3 )-alkylamine, and R11 is C1 -C3 -alkyl which is unsubstituted or is substituted by C1 -C2 -alkoxy ; and in the case where R3 is -CH(CH3 )COOR4 , the substituent R7 can also be C1 -C6 -alkyl. 1. Claims for the Contracting State : AT A plant fungicidal composition containing as active substance at least one N-acylated alpha-naphthylamine of the general formula I see diagramm : EP0018510,P29,F3 wherein R2 is hydrogen or methyl ; R3 is -CH(CH3 )COOR4 or see diagramm : EP0018510,P30,F1 in which R4 is C1 -C4 -alkyl, C2 -C4 -alkenyl, C3 -C4 -alkynyl or C3 -C7 -cycloalkyl, each of which is unsubstituted or is substituted by halogen or by C1 -C2 -alkoxy, and R5 is hydrogen or methyl ; and R6 is 2-furyl or 2-tetrahydrofuryl each of which is unsubstituted or is substituted by halogen, or R6 is beta-(C1 -C4 )-alkoxyethyl or the group CH2 Z, where Z is one of the groups a) -X-R7 , b) -NH-N(R8 )(R9 ), c) -OSO2 R10 , d) -O(CO)R11 , e) 1,2-pyrazolyl (1) or f) 1,2,4-triazolyl (1), including the salts and metal complexes thereof, and X is oxygen or sulfur, R7 is a C1 -C6 -alkyl group substituted by C1 -C2 -alkoxy, or it is C3 -C4 -alkenyl or C3 -C4 -alkynyl, R8 is hydrogen or C1 -C3 -alkyl, R9 is C1 -C3 -alkyl or phenyl, R10 is C1 -C4 -alkyl or mono- or di-(C1 -C3 )-alkylamine, and R11 is C1 -C3 -alkyl which is unsubstituted or is substituted by C1 -C2 -alkoxy ; and in the case where R3 is -CH(CH3 )COOR4 , the substituent R7 can also be C1 -C6 -alkyl.

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