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Preparation method of nitazoxanide

A technology of nitazoxanide and nitrothiazole, which is applied in the field of preparation of nitazoxanide, can solve the problems of cumbersome reaction and many reaction steps, and achieve the effect of simplifying reaction steps, improving production efficiency, and simple and feasible method

Inactive Publication Date: 2009-12-16
QINGDAO VLAND BIOTECH INC +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to provide a simpler and more effective preparation method of nitazoxanide, which can overcome the disadvantages that the existing synthetic method has many reaction steps and complicated reactions.

Method used

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  • Preparation method of nitazoxanide
  • Preparation method of nitazoxanide

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Embodiment

[0012] In a dry four-necked flask equipped with a stirring bar, a reflux condenser, a constant pressure dropping funnel and a thermometer, add 12g of 2-amino-5-nitrothiazole and 36g of anhydrous acetone obtained by dehydration, and mix evenly to obtain a mixed solution , In addition, 37.8g of anhydrous acetone was dissolved in 25.2g of o-acetylsalicyloyl chloride to prepare a solution, and 10.0g of anhydrous triethylamine was slowly added dropwise to the solution under stirring, and the temperature was maintained at 25°C. After the dropwise addition, keep the temperature at 25°C and continue to stir for 60 minutes, then add the obtained solution to the above mixed solution; 2-amino-5-nitrothiazole and o-acetylsalicyloyl chloride react, and pour the obtained reaction solution into 285g Stand in ice water, filter, dry, and recrystallize with ethanol to obtain nitazoxanide.

[0013] The mass ratio of 2-amino-5-nitrothiazole and anhydrous acetone in the mixed solution is 1:3~3.5; ...

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Abstract

The invention relates to a preparation method of nitazoxanide. The preparation method is characterized in that 2-amido-5-nitro thiazole and anhydrous acetone are evenly mixed, a solution composed of the anhydrous acetone and o-acetyl salicylic acid chloride is added into the obtained mixed liquid, then anhydrous triethylamine is slowly dropped into the mixture when being stirred, a reaction is carried out at constant temperature, the reaction temperature is kept after the anhydrous triethylamine is dropped, the stirring is continuously carried out, the obtained reaction liquid is poured into ice water when being stirred, and the mixture stands, is filtered, is dried and is recrystallized by using ethanol to obtain the nitazoxanide. The method is simple and feasible, the yield of a final product is about 75%, the reaction step is simplified, and the production efficiency is improved.

Description

technical field [0001] The invention relates to a preparation method of nitazoxanide for treating animal and human parasitic diseases. Background technique [0002] In recent years, Nitazoxanide has been widely concerned as a highly effective and broad-spectrum drug against parasitic, bacterial and fungal infections in animals and humans. It is the first and only drug approved by the U.S. Drug and Food Administration (FDA). The drug for the treatment of Cryptosporidium is also the first new drug approved for the treatment of Giardia in more than 40 years. It is currently on the market in Australia, New Zealand, the United States, Canada, Mexico and other countries. The Ministry of Agriculture of my country has not yet Product registration. [0003] Nitazoxanide is a nitrothiazole amide compound, the chemical name is 2-acetoxy-N-(5-nitro-2-thiazole)benzamide [2-(acetolyloxy)-N-(5-nitro-2 -thiazolyl)benzamide]. In the preparation of nitazoxanide, the literature method is to a...

Claims

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Application Information

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IPC IPC(8): C07D277/58
Inventor 郝智慧刘元元单虎贾德强
Owner QINGDAO VLAND BIOTECH INC
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