Method of preparing ceftiofur

A technology of ceftiofur and cefuroxime, which is applied in the direction of organic chemistry, etc., can solve the problems of increased drug resistance of pathogenic bacteria, decreased drug efficacy, and increased use concentration of antibiotics.

Inactive Publication Date: 2008-01-23
PU LIKE BIO ENG
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  • Summary
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Problems solved by technology

[0002] A large number of human antibiotics are used in animal breeding without research and scientific verification, resulting in the increasing resistance of pathogenic bacteria, the rapid decline in drug efficacy, and the shortened service life of drugs, forcing people to increase the use of antibiotics again and again Concentration or abandonment of antibiotics that have had good effects in the past; the existence of abuse of livestock and poultry breeding and the existence of non-standard drugs, the problem of drug residues in animal products brought about directly poses a threat to people's health, and has aroused people's attention. "Food safety "question

Method used

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  • Method of preparing ceftiofur
  • Method of preparing ceftiofur
  • Method of preparing ceftiofur

Examples

Experimental program
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specific Embodiment approach 2

[0019] Add 40g of sodium hydrosulfide to 400g of purified water and stir to completely dissolve, add dropwise sugar acyl chloride and 40% sodium hydroxide solution to keep the pH value at 9-10, and then adjust the pH value to 4-5 with phosphoric acid. After keeping for 1 hour, add sodium hydroxide solution to adjust the pH to 8-9, extract twice with ethyl acetate, add 7-ACA62g to the water layer for reaction, cool, filter, wash with water, wash with acetone, and dry at room temperature to obtain cefuroxime 71.1g; Add 1000ml of dichloromethane, 71.1g of cefuroxime, 80g of AE active ester, dropwise add 72g of triethylamine, keep at 5-10°C for 3 hours, extract with purified water, combine the water layers, add 8g of activated carbon, and stir After 1 hour, filter by rejection, adjust the pH value of the filtrate to 4-5 with 10% hydrochloric acid solution, and obtain 73.3 g of ceftiofur by rejection by filtration. (Total yield 61.5%, effective content 98.9%).

specific Embodiment approach 3

[0020] Add 40g of sodium hydrosulfide to 400g of purified water and stir to completely dissolve, add dropwise sugar acyl chloride and 40% sodium hydroxide solution to keep the pH value at 9-10, and then adjust the pH value to 4-5 with phosphoric acid. After keeping for 1 hour, add sodium hydroxide solution to adjust the pH to 8-9, extract twice with dichloromethane, add 61 g of 7-ACA to the aqueous layer, react, shake off, wash with water, wash with chloroform, and dry at room temperature to obtain cefuroxime 72.6g; Add 500g of dichloromethane, 72.6g of cefuroxime, 80g of AE active ester, dropwise add 72g of triethylamine, keep the reaction at 5-10°C for 3.5 hours, extract with purified water, combine the water layers, add 10g of activated carbon, and stir After 1 hour, shake off, adjust the pH value of the filtrate to 4-5 with 10% hydrochloric acid solution, and shake off to obtain 75.0 g of ceftiofur. (Total yield 63.9%, effective content 99.3%).

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Abstract

A preparation method of the ceftiofur is provided. The method is that the sodium hydrosulfide and the furoyl chlorine are adopted as the raw materials and react under the alkali condition to gain the thio furancarboxlic acid. The organic solvents such as ethyl formate, ethyl acetate, acetone, chloroform and methylene chloride are adopted to extract and react in the aqueous solution when the pH value is between 8 to 11 and the temperature between 25 DEG C. to 75 DEG C., and then condensed with 7-aminocephalosporanic acid (7-ACA) and dissolved by the organic solvents such as ethyl formate, ethyl acetate, acetone, chloroform and methylene chloride after reacting with the AE active ester, and is added with the active carbon or diatomite to stir and decolor under normal temperature and is filtered through a titanium bar filter, and is added to the purified water by drops and is stirred, filtered. The filter cake is added with sodium carbonate to dissolve in right amount, and is frozen and dried to gain the ceftiofur.

Description

Technical field: [0001] The invention relates to the technical field of veterinary drug preparation, and mainly proposes a method for preparing ceftiofur. Background technique: [0002] A large number of human antibiotics are used in animal breeding without research and scientific verification, resulting in the increasing resistance of pathogenic bacteria, the rapid decline in drug efficacy, and the shortened service life of drugs, forcing people to increase the use of antibiotics again and again Concentration or abandonment of antibiotics that have had good effects in the past; the existence of abuse of livestock and poultry breeding and the existence of non-standard drugs, the problem of drug residues in animal products brought about directly poses a threat to people's health, and has aroused people's attention. "Food safety "question. The selection of animal health products in the world has tended to favor the use of broad-spectrum, high-efficiency, low-residue, and low-...

Claims

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Application Information

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IPC IPC(8): C07D501/36
Inventor 张许科刘兴金张晓会杨会鲜李兴国吕锁群张玉粉
Owner PU LIKE BIO ENG
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