Preparation method of 2, 6-dichlorodiphenylamine

Abstract

The invention belongs to the technical field of chemical drug synthesis and specifically relates to a preparation method of 2, 6-dichlorodiphenylamine. The preparation method of the 2, 6-dichlorodiphenylamine comprises the following steps: (1) adding 2, 6-dichlorodiphenylamine and a polar aprotic solvent into a reaction bottle; after the 6-dichlorodiphenylamine and the polar aprotic solvent are stirred and dissolved, adding chlorobenzene, alkali and a catalyst to an obtained mixture; stirring and heating the mixture to 120-160 degrees centigrade; and preserving the heat of the mixture for reaction for 2-4 h, wherein the catalyst is nanometer copper oxide or nanometer copper iodide; and (2) cooling a reaction mixture obtained in the step (1) to 50-90 degrees centigrade; filtering the cooledreaction mixture; carrying out reduced pressure distillation on a filter liquor to obtain a crude product; and purifying the crude product to obtain the 2, 6-dichlorodiphenylamine. The preparation method of the 2, 6-dichlorodiphenylamine, provided by the invention, has the advantages that the catalytic efficiency of the catalyst is high, the usage of the catalyst is less, the selectivity of a reaction solvent is good, the reaction solvent is easy to recover, the raw material cost is low, the yield of a prepared product is high, the purity is high, the quality is high, and the preparation method of the 2, 6-dichlorodiphenylamine is easy to realize industrial production and application.

Description

technical field [0001] The invention belongs to the technical field of chemical medicine synthesis, and in particular relates to a preparation method of 2,6-dichlorodiphenylamine. Background technique [0002] 2,6-Dichlorodiphenylamine is a key intermediate in the synthesis of diclofenac sodium, a potent non-steroidal anti-inflammatory, antipyretic and analgesic drug. The synthetic route of 2,6-dichlorodiphenylamine reported in existing literature mainly consists of following three kinds: (1) 2,6-dichlorophenol synthetic route: this route is to be raw material with 2,6-dichlorophenol and aniline 2,6-dichlorodiphenylamine is obtained through acylation, condensation, and heavy water hydrolysis; (2) Synthesis route of cyclohexanone: This route uses cyclohexanone as the starting material, and organophosphorus compound catalyzes chlorination to generate 2, 2,6,6-tetrachlorocyclohexanone, and then condense with aniline to generate the corresponding Schiff base, and then remove hy...

AI Technical Summary

Problems solved by technology

Among the three synthetic routes, the intermediates of the 2,6-dichlorophenol synthetic route are not easy to control, and the yield of 2,6-dichlorodiphenylamine is low; the process of the cyclohexanone synthetic route is complicated, there are many wastes and serious pollution; bromine The benzene route will be exchanged to some extent due to the chlorine-bromine atoms in the reaction process, resulting in the contamination of 2,6-dichlorodiphenylamine by bromine, which is difficult to go out, resulting in the preparation of 2,6-dichlorodiphenylamine The quality of the product is difficult to control, the product yield is low, and the purity is low. In addition, bromobenzene is expensive, resulting in high production costs of 2,6-dichlorodiphenylamine

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