Preparation method of penicillin G sulfoxide

A penicillin and sulfoxide technology, applied in the field of chemical engineering crystallization, can solve the problems of complex production process, high power operation cost, large waste water discharge, etc., and achieve the effects of short process cycle, low cost and good purity

Active Publication Date: 2015-07-01
NORTH CHINA PHARMA COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the traditional production process, penicillin G sulfoxide is generally obtained by oxidation of penicillin G industrial salt as raw material: penicillin G salt is oxidized → crystallized → filtered → washed → dried to obtain penicillin G sulfoxide, and penicillin G salt is obtained by After filtration→extraction→extraction→crystallization, the entire production process from penicillin fermentation broth to penicillin G sulfoxide is complex and cumbersome, and a large amount of solvent is used for extraction in this process, which leads to high power operation costs and waste water discharge. Large and expensive to produce

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 1000ml penicillin G fermentation broth (concentration: 90000μ / g) to a 2000ml three-necked bottle, and cool down to 0~5℃ in an ice-salt bath. Under rapid stirring, 30% peracetic acid was added dropwise to the end point of oxidation (the end point of oxidation was detected with potassium iodide starch test paper) to obtain solution I. Solution I was filtered through a 100nm ceramic membrane to filter out solid impurities, washed with an appropriate amount of water and filtered. The filtrate was concentrated by a nanofiltration membrane with a molecular weight cut-off of FW=500. The concentrated solution was adjusted to pH=1~1.5 with sulfuric acid, and the crude penicillin G sulfoxide (wet product) was obtained by filtration at 0~20°C. The crude penicillin G sulfoxide (wet product) was put into 60% methanol solution and recrystallized at 40-48°C. Cool to 0~10 ℃, filter. Wash with methanol at 0°C and drain. The product was dried in the microwave. 42.5 g of penicill...

Embodiment 2

[0024] Add 1000ml penicillin G fermentation broth (concentration: 95000μ / g) to a 2000ml three-necked bottle, and cool down to 0~5℃ in an ice-salt bath. Under rapid stirring, 33% peroxyacetic acid was added dropwise to the end point of oxidation (the end point of oxidation was detected with potassium iodide starch test paper) to obtain solution I. Solution I was filtered through a 50nm ceramic membrane to filter out solid impurities, washed with an appropriate amount of water, and filtered. The filtrate was concentrated by a nanofiltration membrane with a molecular weight cut-off of FW=200. The concentrated solution was adjusted to pH=1~1.5 with sulfuric acid, and the crude penicillin G sulfoxide (wet product) was obtained by filtration at 0~20°C. The crude penicillin G sulfoxide (wet product) was put into 80% methanol aqueous solution and recrystallized at 40-48°C. Cool to 0~10 ℃, filter. Wash with methanol at 0°C and drain. The product was dried in the microwave. The mic...

Embodiment 3

[0026] Add 1000ml penicillin G fermentation broth (concentration: 60000μ / g) to a 2000ml three-necked bottle, and cool down to 0~8℃ in an ice-salt bath. Under rapid stirring, 28% peroxyacetic acid was added dropwise to the end point of oxidation (the end point of oxidation was detected with potassium iodide starch test paper) to obtain solution I. The solution I was filtered through a 200 μm ceramic membrane to filter out the solid impurities, and the impurities were washed with an appropriate amount of water and filtered. The filtrate was concentrated with a nanofiltration membrane with a molecular weight cut-off of FW=800. The concentrated solution was adjusted to pH=1~1.5 with sulfuric acid, and the crude penicillin G sulfoxide (wet product) was obtained by filtration at 0~20°C. The crude penicillin G sulfoxide (wet product) was put into a 9% methanol aqueous solution and recrystallized at 35-40°C. Cool to 0~10 ℃, filter. Wash with methanol at 0°C and drain. The product ...

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PUM

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Abstract

The invention discloses a novel method for preparing penicillin G sulfoxide, which comprises the following steps: a, selecting a 60000-120000 mu / g penicillin G fermentation solution, and dropwisely adding peroxyacetic acid to obtain a solution I; b, filtering the solution I to obtain a filtrate, and concentrating the filtrate through a nanofiltration membrane of which the molecular weight cut-off is 200-800Da, thus obtaining a concentrated solution; c, regulating the pH value of the concentrated solution with sulfuric acid, and filtering to obtain a penicillin G sulfoxide crude product; and d, dissolving the penicillin G sulfoxide crude product in a methanol water solution, recrystallizing, then cooling to 0-10 DEG C, filtering, washing the obtained crystals with methanol, swabbing off, and performing microwave drying on the obtained product to obtain the penicillin G sulfoxide. According to the invention, the method is simple, the process period is short, and extraction treatment can be performed without using a large amount of organic solvent. Thus, the method disclosed by the invention is low in cost and environment-friendly.

Description

technical field [0001] The invention belongs to the technical field of chemical engineering crystallization, and particularly relates to a preparation method of penicillin G sulfoxide. Background technique [0002] Penicillin sulfoxide is a very important intermediate in the conversion of penicillin to cephalosporin. In the traditional production process, penicillin G sulfoxide is generally obtained by oxidation of penicillin G industrial salt as raw material: penicillin G sulfoxide is obtained by oxidation → crystallization → filtration → washing → drying and other steps, and the acquisition of penicillin G salt is further. The whole production process from penicillin fermentation broth to penicillin G sulfoxide is complicated and tedious, and a large amount of solvent is used for extraction in this process, resulting in high power running costs and waste water discharge. Large, high production cost. At present, people are actively exploring a method to simplify the prepa...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D499/46C07D499/04
Inventor 魏青杰段志钢刘东张锁庆米振瑞刘明儒付成明王东杨帆张苗静郑宝丽高俊艳冯立峰闫峰王立强张伟尹科科赵伟杨丽婷马利科吴翔陈浩刘海莲
Owner NORTH CHINA PHARMA COMPANY
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