A preparation method of isobutyramide thiazolyl resorcinol

Through amidation, halogenation and coupling reactions, combined with filtration and recrystallization, the problems of expensive, complex raw materials and serious pollution in the existing preparation of isobutylaminothiazolylresorcinol are solved, and an efficient and simple preparation method is achieved, with significantly improved product yield and purity.

CN119775221BActive Publication Date: 2025-09-30HENAN XURUI NEW MATERIAL TECH CO LTD
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Patent Information

Application Number
CN202411974985.8
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-12-31
Publication Date
2025-09-30
Estimated Expiration
2044-12-31

AI Technical Summary

Technical Problem

The existing preparation methods of isobutyramide-thiazolyl resorcinol have the problems of expensive raw materials, complex reactions, serious pollution, low yield and low purity.

Method used

2-Aminothiazole and isobutyryl chloride undergo amidation reaction in the presence of an inorganic base to obtain intermediate 1; resorcinol and a halogenation reagent undergo halogenation reaction in the presence of a catalyst to obtain intermediate 2; then a coupling reaction is carried out in the presence of a zero-valent palladium catalyst and an organic solvent, and finally isobutyramidothiazolylresorcinol is obtained by filtration and recrystallization.

Benefits of technology

The invention realizes the preparation of isobutyramide-thiazolyl resorcinol with short route, low cost, environmental protection, simple post-treatment, high yield and high purity, low isomer impurity content and simple operation.

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Abstract

The present invention provides a preparation method of isobutyramide thiazolyl resorcinol, which belongs to the technical field of organic synthesis. The method provided by the present invention is to carry out an amidation reaction with 2-aminothiazole and isobutyryl chloride under the action of an inorganic base to obtain intermediate 1; to obtain intermediate 2 with resorcinol and a halogenating agent under the action of a catalyst; and then to carry out a coupling reaction using intermediate 1 and intermediate 2 under a 0-valent palladium catalyst and an organic solvent to obtain isobutyramide thiazolyl resorcinol. The method provided by the present invention has a short route, low cost of raw materials and catalysts used, good environmental protection, and high-purity isobutyramide thiazolyl resorcinol can be obtained by filtration and recrystallization after the coupling reaction, without the need for a complicated post-processing process, and is easy to operate. The results of the examples show that the overall yield of the method provided by the present invention reaches more than 70%, and the HPLC purity is greater than 99%.
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