Preparation of thiamphenicol

A thiamphenicol and sulfone-based technology is applied in the field of preparation of thiamphenicol, and can solve the problems of high production cost, low yield, long process route and the like

Inactive Publication Date: 2008-06-18
柯保桂
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0002] Its synthetic method such as US: 2816915 adopts p-toluenesulfonyl chloride through reduction, methylation, bromination, hydrolysis, copper salt, esterification, resolution, reduction, acylation, etc., and has long process route, low yield, Disadvantages such as high production costs

Method used

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  • Preparation of thiamphenicol

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Embodiment Construction

[0009] Add 100 g of D-threo-2-(dichloromethyl)-4,5-dihydro-5-[p-(thymphenyl)phenyl]-4-oxazole methanol to 280 g of isopropanol and water Add about 45g of sodium acetate to the solution of 360g to adjust the pH to 7-8, raise the temperature to 85°C, reflux for 4 hours, and distill under reduced pressure below 60°C. After the paste-like crude product is precipitated, cool to below 10°C, filter, and wash with water Dried three times to obtain 101 g of thiamphenicol with a yield of 95.9%, which was consistent with the standard product through infrared spectrum detection, and the content was determined to be 99.5% by high performance liquid chromatography.

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Abstract

The invention relates to a preparation method of thiamphenicol by one step synthesis from hydrolysis of D-thero-2-(dichloromethyl)-4,5-dihydro-[p-methylsulfonyl phenyl]-4-oxazole methyl alcohol.

Description

technical field [0001] The invention belongs to the field of heterocyclic compounds. Thiamphenicol is a broad-spectrum antibiotic and can be used to treat infections caused by Gram-positive, Gram-negative and rickettsia. The invention relates to the preparation of thiamphenicol method. Background technique [0002] Its synthesis method such as US: 2816915 is prepared by using p-toluenesulfonyl chloride through reduction, methylation, bromination, hydrolysis, copper salt, esterification, resolution, reduction, acylation, etc. It has long process route, low yield, Disadvantages such as high production costs. Contents of the invention [0003] Aiming at the above-mentioned shortcomings, we have devoted ourselves to research and invented D-threo-2-(dichloromethyl)-4,5-dihydro-5-[p-(thysulfonyl)phenyl]-4-oxazolemethanol A preparation method for synthesizing thiamphenicol in one step by hydrolysis. Due to the mass production of dichloroacetonitrile, the main raw material for ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C317/32C07C315/04
Inventor 柯保桂
Owner 柯保桂
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