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Preparation method of ethyl 2-[[(bezyloxy)carbonyl]amido]-4-thiazolyl acetate

A technology of thiazolyl acetate and thiazolyl ethyl acetate, applied in the field of pharmaceutical intermediates, can solve the problems of high cost, unrealistic industrial production, increased difficulty, etc., and achieves the advantages of simple operation, few reaction procedures, and reduced solvent consumption. Effect

Inactive Publication Date: 2011-01-05
SHANDONG JINCHENG PHARMA & CHEM
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Problems solved by technology

This method needs to use a large excess (2.5 times) of benzyl chloroformate to react with ethyl aminothiazole acetate, the cost is higher, and the difficulty of post-treatment is correspondingly improved, so it is not realistic to be applied to industrialized production

Method used

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  • Preparation method of ethyl 2-[[(bezyloxy)carbonyl]amido]-4-thiazolyl acetate
  • Preparation method of ethyl 2-[[(bezyloxy)carbonyl]amido]-4-thiazolyl acetate

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Abstract

The invention discloses a method for preparing 2[[(benzyloxy) carbonyl] amino]-4-thiazolyl acetate. In the method, alcohol is used as a reactant and a solvent; 1.0mol to 1.5mol of benzyl chloroformate and equal molar weight of alkaline are added in; 0.01mol to 0.10mol of 4-dimethylaminopyridine is used as a catalyst for reaction at -10 DEG C to 0 DEG C for 1h to 2h; the temperature is increased to 0 DEG C to 15 DEG C for 4h to 10h and filtration is carried out; the filtrate is added with 1.0mol of 2-amino-4-thiazolyl acetate for further reaction for 12h to 24h at the same temperature, and then the 2(((benzyloxy) carbonyl) amino)-4-thiazolyl acetate is produced. The method for preparing the 2(((benzyloxy) carbonyl) amino)-4-thiazolyl acetate has few reaction processes, low cost, simple operation, few 'three wastes'(waste gas, waste water and waste residues) and is in favor of industrialized production.

Description

The preparation method of 2-[[(benzyloxy)carbonyl]amino]-4-thiazolyl acetate technical field The invention belongs to the field of pharmaceutical intermediates, and relates to a method for preparing an intermediate of cephalosporin antibiotics, in particular to a method for preparing 2-[[(benzyloxy)carbonyl]amino]-4-thiazolyl acetate . Background technique 2-[[(Benzyloxy)carbonyl]amino]-4-thiazolyl acetate is a white crystalline powder, easily soluble in dichloromethane, chloroform and other organic solvents, slightly soluble in methanol, ethyl acetate, Solvents such as acetone. It is mainly used as a raw material for the synthesis of ceftibuten, and its molecular structure is as follows: Where R is methyl, ethyl, etc. J.Chem.Soc., 1948, page 2240 describes the preparation of 2-[[(benzyloxy)carbonyl]amino]-4 in an organic solvent with ethyl thiazole acetate as raw material. - ethyl thiazolyl acetate. This method uses pyridine as an acid-binding agent, which has ma...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D277/48
Inventor 张学波尹鹏刘刚徐立臣
Owner SHANDONG JINCHENG PHARMA & CHEM
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