Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing cefonicid dibenzylethylenediamine salt

A technology for cefnicid dibenzyl ethylene diamine salt and cefene, which is applied in the field of preparing cefonicid dibenzyl ethylene diamine salt, can solve the problems of poor product quality, long production cycle, low equipment and the like, and achieve high quality Good, the process conditions are realized, and the reaction process steps are simple.

Inactive Publication Date: 2012-10-31
GUANGDONG LIGUO PHARMACY
View PDF2 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The technical problem to be solved by the present invention is to provide a method that can be used in the prior art for the defects of long production cycle, low pH value, serious corrosion of equipment, and poor product quality caused by deformylation at high temperature for a long time. Method for preparing fenicillin dibenzylethylenediamine salt with low temperature reaction, short reaction time and high product quality

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for preparing cefonicid dibenzylethylenediamine salt
  • Method for preparing cefonicid dibenzylethylenediamine salt
  • Method for preparing cefonicid dibenzylethylenediamine salt

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] The method for preparing cefnicillin dibenzylethylenediamine salt, comprises the following steps:

[0032] (1) Acylation: 13.5 g of 7-amino-3-[methylsulfonate-1-H-tetrazol-5-yl-mercaptomethyl]-3-cephem-4-carboxylic acid, pure water Mix 100ml and 50ml of tetrahydrofuran in a reaction flask, cool down to 0°C, add 5ml of ammonia water with a concentration of 12.5% ​​by mass to dissolve and clarify, then add 7.2g of D-(-)-formylmandeloyl chloride dropwise, and add alkali during the reaction Maintain a pH value of 6.0, and add acylation reaction for 30 minutes;

[0033] (2), deformylation: respectively adopt 27ml dichloromethane to extract the reaction solution of step (1) acylation reaction twice, add 100ml methanol to the aqueous phase, cool to-30°C, then add mass percentage concentration of 20ml of 15% sodium hydroxide solution was reacted at -30°C for 60min.

[0034] (3) Salt formation: control step (2) The temperature of the reaction solution after the deformylation r...

Embodiment 2

[0036] The method for preparing cefnicillin dibenzylethylenediamine salt, comprises the following steps:

[0037] (1) Acylation: 13.5 g of 7-amino-3-[methylsulfonate-1-H-tetrazol-5-yl-mercaptomethyl]-3-cephem-4-carboxylic acid, pure water Mix 100ml and 50ml of tetrahydrofuran in a reaction flask, cool to 3°C, add 5ml of sodium hydroxide with a concentration of 10% by mass to dissolve and clarify, then add 7.2g of D-(-)-formylmandeloyl chloride dropwise, during the reaction Add alkali to maintain the pH value at 8.0, and add acylation reaction for 10 minutes;

[0038] (2), deformylation: respectively adopt 27ml dichloromethane to extract the reaction liquid of step (1) acylation reaction twice, add 100ml methanol to the aqueous phase, cool to-45°C, then add mass percent concentration of 20ml of 20% potassium hydroxide was reacted at -45°C for 120min.

[0039] (3), Salt formation: control step (2) The temperature of the reaction solution of the deformylation reaction is kept a...

Embodiment 3

[0041] The method for preparing cefnicillin dibenzylethylenediamine salt, comprises the following steps:

[0042] (1), acylation: 13.5 g of 7-amino-3-[methylsulfonate-1-H-tetrazol-5-yl-mercaptomethyl]-3-cephem-4-carboxylate, pure 100ml of water and 50ml of tetrahydrofuran were mixed in a reaction flask, cooled to 5°C, 6ml of sodium carbonate with a concentration of 15% by mass was dissolved and clarified, and then 7.2g of D-(-)-formylmandeloyl chloride was added dropwise. The alkali maintains the pH value at 7.0, and the acylation reaction is added for 35 minutes;

[0043](2), deformylation: respectively adopt 27ml dichloromethane to extract the reaction solution of step (1) acylation reaction twice, add 100ml methanol to the aqueous phase, cool to-35°C, then add mass percent concentration of 20ml of 15% mixed solution of sodium hydroxide and potassium hydroxide was reacted at -35°C for 100min.

[0044] (3), Salt formation: control step (2) The temperature of the reaction so...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for preparing a cefonicid dibenzylethylenediamine salt. The method comprises the following steps of: (1) adding an alkali into 7-ACA-3-SMT in water for dissolving, and reacting with D-(-)-formyl phenylacetyl chloride; (2) cooling a reaction liquid below 20 DEG C below zero, and adding an alkali for reacting; and (3) cooling the reaction liquid treated in the step (2), adding hydrochloric acid for adjusting the pH value, and reacting with N, N'-dibenzyl ethylenediamine diacetate to obtain a cefonicid dibenzylethylenediamine salt. The invention provides a method for preparing a cefonicid dibenzylethylenediamine salt, which has the advantages of low-temperature reaction, short reaction time, simple post-treatment and high product quality.

Description

technical field [0001] The invention belongs to the technical field of medicines, and relates to a preparation method of a drug intermediate, in particular to a method for preparing cefanixime dibenzylethylenediamine salt. Background technique [0002] Cefnicillin disodium is a second-generation cephalosporin, developed by Glaxo Smith Kline Company in the United Kingdom. The drug has anti-enterobacteriaceae and anti-Haemophilus influenzae activity, and is mainly used for the treatment and treatment of sensitive bacterial infections and Surgical infection prevention has a good application prospect because of its broad antibacterial spectrum, enzyme resistance, long half-life, and good safety. [0003] At present, there are mainly two synthetic routes for cefnixime sodium: (1) 7-D-mandelic acid amido cephalosporanic acid methyl ester and 5-mercapto-1,2,3,4-tetrazolium-1-methanol Sulphonic acid double sodium salt (SMT-DS for short) condensation reaction, decarboxylation, salt ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D501/04C07D501/36C07C211/27C07C209/68
Inventor 周成光陈亦开
Owner GUANGDONG LIGUO PHARMACY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com