Method for synthesizing 4-amino-3-chlorophenol by means of multiple-temperature-zone continuous flow microchannel reactor

A channel reactor and chlorophenol technology, applied in the field of anticancer drug synthesis in organic synthesis, can solve the problems of difficult preparation, expensive, long reaction route, etc., and achieve the effect of inhibiting hydrolysis
CN107739313AActive Publication Date: 2018-02-27HEILONGJIANG XINCHUANG BIOLOGICAL TECH DEV CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
HEILONGJIANG XINCHUANG BIOLOGICAL TECH DEV CO LTD
Publication Date
2018-02-27

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Abstract

The invention relates to a method for synthesizing 4-amino-3-chlorophenol by means of a multiple-temperature-zone continuous flow microchannel reactor, which belongs to the field of organic synthesisof anti-cancer drugs, and solves the problems in the prior art that in a process of synthesizing 4-amino-3-chlorophenol, the product yield is low, the purity is low, the cost is high and the safety property of the product is poor and the like as raw materials are not easily available, the catalyst is high in cost and the synthesized intermediate product is unstable in diazonium salt. By means of the microchannel reactor, sulfanilic acid is taken as an initial raw material, a target product 4-amino-3-chlorophenol is obtained by three steps of diazotization, coupling of diazonium salt and reduction of an azoic compound. The method provided by the invention can be applied to large-scale production of 4-amino-3-chlorophenol.
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Description

technical field

[0001] The invention belongs to the field of synthesis of anticancer drugs in organic synthesis, and in particular relates to a method for synthesizing 4-amino-3-chlorophenol. Background technique

[0002] 4-Amino-3-chlorophenol is a key intermediate for the preparation of the tyrosine kinase inhibitor Tivozanib and the advanced liver cancer drug Lenvatinib, and its chemical structure is as follows:

[0003]

[0004] As an important pharmaceutical and chemical intermediate, 4-amino-3-chlorophenol is also widely used in the design and synthesis of anti-tumor, cardiovascular disease, neurological diseases and other drugs.

[0005] The synthetic method about this compound mainly contains following several kinds at present:

[0006] 1). J Chem Soc, Perkin Trans Ⅱ, 1981, (2): 1596-1598 reported a method for the synthesis of 4-amino-3-chlorophenol by Bamberger rearrangement reaction, but the method used expensive heavy metal platinum as catalyst, and the raw m...

Claims

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