Method for preparing cefonicid dibenzyl ethylenediamine salt

A technology for dibenzyl ethylene diamine salt and dibenzyl ethylene diamine, which is applied in the field of preparing cefonicil dibenzyl ethylene diamine salt, can solve the problem of low utilization rate of equipment, poor quality and low yield and other problems, to achieve the effect of less impurities, lower production costs and higher yields

Active Publication Date: 2016-02-03
NORTH CHINA PHARMA HEBEI HUAMIN PHARMA
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] The technical problem to be solved in the present invention is to provide a method for the preparation of cefanixidibenzylethylenediamine salt with simple operation, environmental protection, high yield and high purity. The method is a "one-pot method" and solves the problem Existing technologies use a large amount of organic solvents, low utilization rate of equipment, low yield and poor quality

Method used

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  • Method for preparing cefonicid dibenzyl ethylenediamine salt
  • Method for preparing cefonicid dibenzyl ethylenediamine salt
  • Method for preparing cefonicid dibenzyl ethylenediamine salt

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Embodiment 1

[0054] A. Acylation reaction: Add 100kg of raw material I in 600L of purified water, then add dilute ammonia water and stir until it is completely dissolved, cool down in -7°C water, and add 8g of tetrabutylammonium bromide after the temperature of the reaction system drops to 3°C. Feed 53kg of raw material II, and at the same time feed dilute ammonia water to control the pH of the reaction system to be 6.0-8.0, and the reaction time is 0.5 hours to obtain an aqueous solution of formylcefocinic acid, and the reaction temperature is controlled at 0-5°C during the whole process;

[0055] B. Deformylation reaction: Add 25L of 37% (mass fraction) concentrated hydrochloric acid to the aqueous solution of formylcefocinic acid obtained in step A, the solution is warmed up to 35°C, and the hydrolysis reaction is carried out for 3 hours to obtain the aqueous solution of cefuroxime acid; Then lower the temperature to 25°C, add 10kg of activated carbon for decolorization for 30 minutes, f...

Embodiment 2

[0058] A. Acylation reaction: In 600L of purified water, add 100kg of raw material I, then add dilute ammonia water and stir until it is completely dissolved, cool down in -7°C water, and add 340g of tetrabutylammonium chloride after the temperature of the reaction system drops to 4°C. Feed 53 kg of raw material II, and at the same time feed dilute ammonia water to control the pH to 6.0-8.0, and the reaction time is 2 hours to obtain formylcefocinic acid aqueous solution, and the reaction temperature is controlled at 0-5°C during the whole process;

[0059] B. Deformylation reaction: Add 34L of 85% (mass fraction) phosphoric acid to the aqueous solution of formyl cefocinic acid obtained in step A, and the solution is warmed up to 25° C., and undergoes hydrolysis for 9 hours to obtain an aqueous solution of cefocinic acid; Decolorize 10kg of activated carbon for 30min, filter, wash with a small amount of water, and combine the filtrate;

[0060] C. Salt-forming reaction: add 13...

Embodiment 3

[0062] A. Acylation reaction: In 600L of purified water, add 100k of raw material I, then add dilute ammonia and stir until it is completely dissolved, cool down in -7°C water, add 50g of TEBA after the temperature of the reaction system drops to 0°C, and then add 53kg of raw material II, At the same time, dilute ammonia water was added to control the pH to 6.0-8.0, and the reaction time was 1 hour to obtain an aqueous solution of formylcefocinic acid, and the reaction temperature was controlled at 0-5°C during the whole process;

[0063] B. Deformylation reaction: add the mixed acid of 20L37% (mass fraction) concentrated hydrochloric acid and 10L85% (mass fraction) phosphoric acid in the aqueous solution of formyl cefocinic acid that step A obtains, solution is warming up to 30 ℃, hydrolysis reaction After 7 hours, an aqueous solution of cefocinic acid was obtained; 10 kg of activated carbon was added for decolorization for 30 min, filtered, washed with a small amount of water...

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Abstract

The invention discloses a method for preparing cefonicid dibenzyl ethylenediamine salt. The method comprises the steps of A, acylation reaction, wherein 7-amino-3-(1-methylsulfonyl-1H-tetrazole-5-yl-s-methyl)-cephem-2-carboxylic acid is added to a pure water system, weak aqua ammonia is added for dissolution, a phase transfer catalyst is added, and D-(-)-formyl mandeloyl chloride and weak aqua ammonia are added dropwise to control pH for reaction so as to obtain a formyl cefonicid acid aqueous solution; B, deformylation, wherein the formyl cefonicid acid aqueous solution obtained in the step A is heated to 25-35 DEG C, acid liquor is added for hydrolysis reaction for 3-9 h, and a cefonicid acid aqueous solution is obtained after complete hydrolysis; C, salifying, wherein a N,N-dibenzyl ethylenediamine diacetic acid solution is added to the cefonicid acid aqueous solution obtained in the step B, and stirring crystallization is conducted to obtain the high-purity cefonicid dibenzyl ethylenediamine salt. By the adoption of the method, emission reduction is achieved from the source, environment friendliness is realized, operation is easy, production cost is reduced greatly, and economic benefits and social benefits are high.

Description

technical field [0001] The invention belongs to the technical field of medicine, and relates to a method for preparing a drug intermediate, in particular to a method for preparing cefanisidine dibenzylethylenediamine salt. Background technique [0002] Cefonicid Sodium (Cefonicid Sodium, CAS No.: 61270-78-8), its chemical name is: (6R, 7R)-7-(R)-hydroxyphenylacetamido-3-1-(sulfonic acid methyl- 1H-tetrazol-5-yl)thiomethyl-8-oxo-5thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid disodium salt, the second generation Spectrum, long-acting cephalosporin antibiotics, which produce antibacterial activity by inhibiting bacterial cell wall synthesis, have antibacterial effects on Gram-positive and negative bacteria and some anaerobic bacteria, are stable to most β-lactamase, and are suitable for sensitive bacteria Cause lower respiratory tract infection, urinary tract infection, sepsis, skin and soft tissue infection, bone and joint infection, and can also be used for surgery to pr...

Claims

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Application Information

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IPC IPC(8): C07D501/36C07D501/04C07C211/27C07C209/68
CPCC07D501/04C07D501/36
Inventor 谭清钟魏青杰胡利敏张锁庆李惠芬任峰郭玉聪刘树斌杨梦思杨庆江张鑫吴士军
Owner NORTH CHINA PHARMA HEBEI HUAMIN PHARMA
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