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Preparation method of cefmetazole

A technology of cefmetazole sodium and mercaptotetrazolium, which is applied in directions such as organic chemistry, and can solve the problems of low yield, high cost, numerous process steps and the like

Inactive Publication Date: 2016-02-17
NANJING JINHAO MEDICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many process steps, the cost is high, and the yield is relatively low, only 40%

Method used

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Examples

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Embodiment 1

[0024] Add 132ml (141.1g, 1.57mol) dimethyl carbonate and 162g boron trifluoride dimethyl carbonate complex into a 1000ml four-necked flask, add 21.5g (0.185mol) 1-methyl-carbonate complex at 10-12°C 5-Mercaptotetrazolium, add 50g (0.184mol) 7-aminocephalosporanic acid (7-ACA) after stirring for 10min, react at 25°C for 45min, cool to 0°C, add dropwise 32g (0.283mol) ethyl chloride Acyl chloride, then add 37ml N'N-dimethylformamide dropwise, keep warm for 45min, add 300ml water and 300ml dimethyl carbonate to the reaction solution, stir evenly, let stand to separate layers, extract the water layer with 400ml dimethyl carbonate, Combine the dimethyl carbonate layers, add 5 g of activated carbon to decolorize for 30 minutes, add triethylamine dropwise to the dimethyl carbonate solution, adjust the pH to 6.8, crystallize at 0-5°C for 2 hours, filter with suction, and dry the filter cake in vacuum at 45°C. 67 g (0.180 mol) of 7-aminoceftrizime (7-ACT) was obtained, and the yield w...

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PUM

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Abstract

The invention relates to a preparation method of cefmetazole. The preparation method comprises the steps of adopting a one-pot method containing 7-ACA, 1-methyl-5-tetrazole-thione and chloroacetyl chloride, obtaining 7-DCT, then using seven-position methoxy groups of sodium methylate and tert-butyl hypochlorite, and obtaining methoxy cephalosporin mother nuclei which are shared mother nuclei. The cefmetazole can serve as four methoxy cephalosporin products, namely cefminox, cefmetazole, cephalosporin and cefotetan disodium, three steps are omitted, the processing steps are greatly shortened, cost is lowered, and the overall yield is raised to 70%.

Description

technical field [0001] The invention relates to a process method of cefmetazole sodium, which belongs to the technical field of fine chemicals. Background technique [0002] Cefmetazole sodium is a second-generation cephalosporin. It is a broad-spectrum, high-efficiency, and low-toxicity antibiotic. It has antibacterial effects on Gram-positive and negative bacteria and anaerobic bacteria. , Escherichia coli, Klebsiella pneumoniae, Klebsiella, indole-negative and positive Proteus, etc. have good antibacterial activity. [0003] At present, the production process of cefmetazole sodium generally adopts the following method both at home and abroad: first react with 1-methyl-5-mercaptotetrazolium from the starting material 7-ACA (7-aminocephalosporanic acid), and pass through dimethyl base disulfide reaction, then methyl bromide lithium, then the 4 diphenylmethyl ester protecting group, and then the 7 methoxyl group, to obtain 7-MAC (7β-amino-7α-methoxyl group-3-(1 -Methyl-1H-...

Claims

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Application Information

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IPC IPC(8): C07D501/57C07D501/04
CPCC07D501/04C07D501/57
Inventor 吴建中
Owner NANJING JINHAO MEDICAL TECH CO LTD
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