Preparation method of cefmenoxime hydrochloride

A technology of cefmenoxime hydrochloride and cefmenoxime, which is applied in the field of preparation of cefmenoxime hydrochloride to achieve the effects of less environmental pressure, reducing degradable impurities and shortening production time

Active Publication Date: 2011-08-31
苏州盛达药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The biggest difficulty in the preparation of cefmenoxime hydrochloride is the color grade and impurities of the final product
There is no effective method to solve this problem in the prior art

Method used

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  • Preparation method of cefmenoxime hydrochloride
  • Preparation method of cefmenoxime hydrochloride
  • Preparation method of cefmenoxime hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Step (1): Take 25kg of 7-ATCA·HCl and 30kg of AE active ester, add them to the mixture of 250L of dichloromethane and 25L of ethanol, add 24L of triethylamine dropwise within 60 minutes, and control the reaction temperature at 25°C , and the reaction was stirred for 1.5 hours. Add 200L of water for hydrolysis, extract the organic phase with 50ml of water twice, combine the water phase, add 25 kg of γ-alumina to the water phase, stir at 25°C, stir for 2 hours to decolorize, and filter through a press filter and a sterilizing filter element Into a crystallization tank in a sterile room, wash gamma-alumina with 200L of water, and combine the water phases to obtain an aqueous solution of cefmenoxime triethylamine salt.

[0032] Step (2): Control the temperature of the aqueous solution of cefmenoxime triethylamine salt at 5°C, adjust the pH to 2.2 with 12wt% hydrochloric acid, and precipitate a white solid, stir and grow crystals for 3 hours, filter, and wash the filter cake...

Embodiment 2

[0034] Step (1): Take 25kg of 7-ATCA·HCl and 30kg of AE active ester, add them to the mixture of 250L of dichloromethane and 25L of acetone, add 24L of triethylamine dropwise within 60 minutes, and control the reaction temperature at 25°C , and stirred for 2 hours. Add 200L of water for hydrolysis, extract the organic phase twice with 50L of water, combine the water phase, add 50 kg of γ-alumina to the water phase, stir at 25°C, stir for 2 hours to decolorize, and filter through a press filter and a sterilizing filter element Into a crystallization tank in a sterile room, wash gamma-alumina with 200L of water, and combine the water phases to obtain an aqueous solution of cefmenoxime triethylamine salt.

[0035] Step (2): Control the temperature of the aqueous solution of cefmenoxime triethylamine salt at 5°C, adjust the pH to 2.2 with 12wt% hydrochloric acid, and precipitate a white solid, stir and grow crystals for 2 hours, filter, and wash the filter cake with methanol. Dry...

Embodiment 3

[0037]Step (1): Take 25 kg of 7-ATCA·HCl, IV) and 30 kg of AE active ester, add them to the mixture of 250 L of ethyl acetate and 25 L of DMAC, add 24 L of triethylamine dropwise within 60 minutes, and control the reaction temperature at -5°C, stirred and reacted for 2 hours. Add 200L of water for hydrolysis, extract the organic phase twice with 50L of water, combine the water phase, add 50 kg of γ-alumina to the water phase, stir at 25°C, stir for 2 hours to decolorize, and filter through a press filter and a sterilizing filter element Into a crystallization tank in a sterile room, wash gamma-alumina with 200L of water, and combine the water phases to obtain an aqueous solution of cefmenoxime triethylamine salt.

[0038] Step (2): Control the temperature of the aqueous solution of cefmenoxime triethylamine salt at 10°C, adjust the pH to 2.2 with 12wt% hydrochloric acid, and precipitate a white solid, stir and grow crystals for 2 hours, filter, and wash the filter cake with me...

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Abstract

The invention relates to a novel preparation method of cefmenoxime hydrochloride, which comprises the steps of taking 7-ATCA.HCl as a starting raw material, performing acylation reaction with AE-active ester to produce 7-(alpha-(2- aminothiazole-4-group)-Z-2-methoxy imino group acetamido)-3-cephem-4-carboxylic acid, and finally reacting with hydrochloric acid to produce the cefmenoxime hydrochloride. The method is simple to operate, has high yield, greatly shortens technology time, and is extremely good for indusial production. The cefmenoxime hydrochloride prepared by the method is stable inquality, and the color grade and the impurity level of the cefmenoxime hydrochloride prepared by the method are better than those of cefmenoxime hydrochloride prepared by other methods.

Description

technical field [0001] The invention relates to a preparation method of cefmenoxime hydrochloride. Background technique [0002] Cefmenoxime Hydrochloride belongs to the third-generation semi-synthetic cephalosporin antibiotics. It is clinically used for infections of the respiratory system, hepatobiliary system, and genitourinary system caused by various sensitive bacteria. It can also be used for sepsis, burns, surgery, etc. Post-infection and other diseases. [0003] The structure of cefmenoxime hydrochloride is shown in formula (I), and its chemical name is (6R,7R)-7-[(Z)-2-(2-amino-4-thiazolyl)-2-methoxyimino Acetylamino]-3-{[[(1-methyl-1H-tetrazol-5-yl)-thio]methyl]-8-oxo-thio-1-azabicyclo[4.2.0]octane- 2-ene-2-carboxylate hydrochloride (2:1), which is a semi-synthetic broad-spectrum antibiotic developed and produced by Takeda Pharmaceutical Co., Ltd., entered the Chinese market in 1996. Since the product was launched in 1983, its clinical application has been conti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/36C07D501/06
Inventor 曾润保
Owner 苏州盛达药业有限公司
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