Acylated naphthylamines, processes for their manufacture and...

C - Chemistry – Metallurgy – 07 – D

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C07D 249/08 (2006.01) A01N 43/08 (2006.01) A01N 43/653 (2006.01) C07D 307/24 (2006.01) C07D 307/32 (2006.01) C07D 307/33 (2006.01) C07D 307/68 (2006.01) C07D 521/00 (2006.01)

Patent

CA 1152081

Abstract There are described novel acylated naphthylamines of the formula I defined herein Image (I) wherein R2 is hydrogen or methyl; R3 is -CH(CH3)COOR4 or Image 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-alkoxyl, and R5 is hydro- gen or methyl; and R6 is 2-furyl or 2-tetrahydrofuryl each of which is unsubsti-tuted or is substituted by halogen, or R6 is .beta.-(C1-C4)-alkoxyethyl or the group CH2Z, where Z is one of the groups a) -X-R7, b) -NH-N(R8)(R9), c) -OSO2R10, d) -O(CO)R11, e) 1,2-pyrazole or f) 1,2,4-triazole (1), including salts thereof with hydrohalic acids, sulfuric acid, phosphoric acid, nitric acid, mono- and bifunc-tional carboxylic acids and hydroxycarboxylic acids and their complexes with metal cations from the main groups II and IV as well as the subgroups I, II and IV to VIII of the periodic system, and X is oxygen or sulfur, R7 is a C1-C6-alkyl group substantially by C1-C2-alkoxy, or it is C3-C4-alkenyl or C3-C4-alkynyl, R8is 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 substituted R7 can also be C1-C6-alkyl. The compounds I have valuable fungi- cidal properties. They can be used in practice on their own or in the form of compositions for the protection of cultivated plants against fungus infection.

349316

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