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Ceftezole acid preparation method

A technology of ceftezole acid and carboxylic acid, which is applied in the field of preparation of ceftezole acid, can solve the problems of high production cost and low yield, and achieve the effect of increasing yield and reducing cost

Inactive Publication Date: 2013-03-20
江苏德峰药业有限公司
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Problems solved by technology

[0003] At present, the existing ceftezole production process has the disadvantages of low yield and high production cost

Method used

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Embodiment Construction

[0019] In order to enable the public to fully understand the technical essence and beneficial effects of the present invention, the applicant will describe in detail the specific embodiments of the present invention below, but the applicant's description of the embodiments is not a limitation to the technical solution. Changes in form rather than substance should be regarded as the protection scope of the present invention.

[0020] A preparation method of ceftezole, the method comprising the following steps:

[0021] 1) 7-Amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0] Synthesis of oct-2-ene-2-carboxylic acid: Add 300ml ethyl acetate, 23g northiadiazole, 50g 3-acetoxymethyl-5-thio-7-amino-8-oxygen to a 1000ml reaction vessel -1-Azabicyclooct-2-ene-2 ​​carboxylic acid, 15g formic acid and 165g boron trifluoride ethyl acetate complex, after reacting at 30°C±5°C for 1.5h, transfer the reaction solution to the Put 2.5g / l sodium bisulfite aqueous sol...

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Abstract

The present invention discloses a ceftezole acid preparation method, which comprises four steps such as 7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2??-carboxylic acid synthesis, carboxyl protection, anhydride preparation and ceftezole acid generation. The ceftezole acid preparation method has the following advantages that: the carboxyl of the synthesized 7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2??-carboxylic acid is protected, such that complex impurity formation during ceftezole acid generation through the reaction of the 7-amino-8-oxo-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2??-carboxylic acid and the anhydride is avoided so as to increase yield and reduce cost, wherein the total yield (calculated as a mass ratio of ceftezole acid to 7-ACA) is 130% ( the total yield=the mass of ceftezole acid / the mass of 7-ACA).

Description

technical field [0001] The invention relates to the technical field of medicine and chemical industry, in particular to a preparation method of ceftezole acid. Background technique [0002] Ceftezole sodium, also known as Etixin, is a semi-synthetic cephalosporin derivative, and its mechanism of action is to exert antibacterial activity by inhibiting the synthesis of bacterial cell walls. It is suitable for the treatment of respiratory system infection, urinary system infection, sepsis, peritonitis and other diseases. It was produced in Japan, the United States, and Italy in the 1970s. It belongs to the first generation of cephalosporins. Because of its cheap price and good performance, it is still widely used clinically. Ceftezole acid is the main raw material for preparing ceftezole sodium, and its superior performance directly affects the quality of ceftezole sodium. [0003] At present, the existing ceftezole production process has the disadvantages of low yield and hi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/36C07D501/06
Inventor 王德峰王炳才张耀斌石飞朱小飞俞健钧
Owner 江苏德峰药业有限公司
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