Process for the preparation of pyrazole carboxylic acid amides

Abstract

The invention relates to a process for the preparation of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl)-amide. which process comprises acylating the oxime oxygen of the compound of formula VIII (VIII), in the presence of a solvent and an acylating agent of formula XI R1-C(X)-Cl (XI); wherein X is oxygen or sulfur, R1 is chloro if X is oxygen or sulfur; or is C1-C6alkoxy, CH3-C(=CH2)-O-, phenoxy or trichloromethoxy if X is oxygen; and a) if R1 is chloro and the compound of formula XI was added to the compound of formula VIII; reacting the so obtained product of formula XIIa wherein X is oxygen or sulfur; with the compound of formula IX b) if R1 is chloro and the compound of formula VIII was added to the compound of formula XI; or R1 is C1-C6alkoxy, CH3-C(=CH2)-O-, phenoxy or trichloromethoxy if X is oxygen; reacting the so obtained product of formula XII wherein X is oxygen or sulfur; R1 is chloro if X is oxygen or sulfur; or R1 is C1-C6alkoxy, CH3-C(=CH2)-O-, phenoxy or trichloromethoxy if X is oxygen; with the compound of formula IX