Process for producing n-(3',...

C - Chemistry – Metallurgy – 07 – C

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C07C 231/14 (2006.01) C07C 231/02 (2006.01) C07C 235/38 (2006.01)

Patent

CA 2042019

A process for producing N-(3',4'-dimethoxycinnamoyl)- anthranilic acid, which comprises (i) allowing 3',4'- dimethoxycinnamic acid to react with anthranilic acid in an aprotic polar solvent in the presence of a particular inorganic salt and an iminium salt -- which could be prepared quantitatively from dimethylformamide and an inexpensive acid halide -- or (ii) allowing 3',4'-dimethoxycinnamic acid to react with an iminium salt and then with an anthranilic acid- inorganic salt complex, a novel complex not described in the literature. According to the process of this invention, the desired compound can be produced in a high yield with no substantial formation of hardly separable by-products. 16

Procédé pour la production d'acide N-(3',4'-diméthoxycinnamoyl)-anthranilique, qui comprend les étapes suivantes : i) réaction de l'acide 3',4'- diméthoxycinnamique avec l'acide anthranilique dans un solvant polaire aprotique, en présence d'un sel inorganique particulier et d'un sel d'iminium - qui peut être produit par la réaction quantitative du diméthylformamide et d'un halogénure d'acide peu coûteux - ou ii) réaction de l'acide 3',4'-diméthoxycinnamique avec un sel iminium puis avec un complexe de sel inorganique de l'acide anthranilique, un nouveau complexe qui n'a pas encore été décrit dans la documentation. Selon le procédé de cette invention, on peut obtenir un rendement élevé de composé souhaité sans formation de quantités importantes de sous-produits difficiles à séparer.

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