Process for the manufacture of a furancarboxylic acid anilide

C - Chemistry – Metallurgy – 07 – D

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260/363.5

C07D 307/68 (2006.01)

Patent

CA 1097366

ABSTRACT OF THE DISCLOSURE A process for the manufacture of furancar- boxlylic acid anilides of the general formula Image in which R represents an aryl group or an alkyl group, R and R each represent an alkyl group or hydrogen, by a ring-closure reaction of a .beta. -ketoester with an ?- haloaldehyde or ?-haloketone, in the presence of a stoichiometric amount of a halide-binding substance to form a furancarboxylic acid ester, and by subsequent anilidation, the reaction being performed in two stages, the ring-closure reaction being carried out in the pre- sence of a mixture of alkaline earth metal carbonates and pyridine in a ratio of from 1000 to 5 : 1 Val, based on the hydrohalic acid liberated, at temperatures between 50° and 100°C; and after separation in said second stage, the furancarboxylic ester is reacted while stirring with aniline in up to 20 times molecular excess, in the pre- sence of equimolar amounts based on the furancarboxylic acid, of magnesium dianilide and/or aluminum trianilide in liquid phase or in suspension at temperatures between 20° and 180°C, under normal pressure. The furancarboxylic acid anilides have an outstanding pesticidal action.

319071

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