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Method for synthesizing cefuroxime sodium based on continuous flow reaction technology

A technology of cefuroxime sodium and cefuroxime acid, which is applied in the field of synthesizing cefuroxime sodium based on continuous flow reaction technology, can solve the problems of producing a large amount of waste acid water, difficult operation, unfavorable environmental protection, etc., and achieves reduction in emissions and safety The effect of low sexual risk and reduced dosage

Pending Publication Date: 2022-04-08
山东金特安全科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The temperature of the reaction process of the above patent is controlled at -40~-25°C, which has the problems of high energy consumption and difficult operation
[0006] In addition, in the prior art, in order to improve the conversion rate of decarbamoyl cefuroxime (MDCC), chlorosulfonyl isocyanate (CSI) often needs to be excessive, which leads to the generation of a large amount of waste acid water during wastewater treatment, which is not conducive to Environmental friendly

Method used

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  • Method for synthesizing cefuroxime sodium based on continuous flow reaction technology
  • Method for synthesizing cefuroxime sodium based on continuous flow reaction technology

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Embodiment 1

[0030] A method for synthesizing cefuroxime sodium based on continuous flow reaction technology, comprising the following steps:

[0031] (1) Dissolve decarbamyl cefuroxime (MDCC) in tetrahydrofuran (THF) with a mass fraction of 20%, and cool down to 10°C; cool down chlorosulfonyl isocyanate (CSI) to 10°C. At the same time, the temperature of the continuous flow reactor was lowered to 10°C in advance; the continuous flow reactor was washed with tetrahydrofuran to ensure that the reactor pipeline was free of water.

[0032] (2) The tetrahydrofuran solution of decarbamyl cefuroxime (MDCC) and chlorosulfonyl isocyanate (CSI) are passed into the liquid inlet pipe respectively, and enter the continuous flow reactor simultaneously after mixing at the mixer place, and the controlled reaction temperature is 10 ℃, the reaction time is 45s. After calculation, the molar ratio of decarbamyl cefuroxime (MDCC) to chlorosulfonyl isocyanate (CSI) was 1:1.15.

[0033] (3) After quenching the...

Embodiment 2

[0037] A method for synthesizing cefuroxime sodium based on continuous flow reaction technology, comprising the following steps:

[0038] 1) Dissolve decarbamyl cefuroxime (MDCC) in tetrahydrofuran (THF) with a mass fraction of 20%, and cool down to 5°C; cool down chlorosulfonyl isocyanate (CSI) to 5°C. At the same time, the temperature of the continuous flow reactor was lowered to 5 °C in advance; the continuous flow reactor was washed with tetrahydrofuran to ensure that the reactor pipeline was free of water.

[0039] (2) The tetrahydrofuran solution of decarbamoyl cefuroxime (MDCC) and chlorosulfonyl isocyanate (CSI) are passed into the liquid inlet pipe respectively, enter the continuous flow reactor simultaneously after mixing at the mixer place, and control the reaction temperature to be 5 ℃, the reaction time is 45s. After calculation, the molar ratio of decarbamyl cefuroxime (MDCC) to chlorosulfonyl isocyanate (CSI) was 1:1.15.

[0040] (3) After quenching the produc...

Embodiment 3

[0044] A method for synthesizing cefuroxime sodium based on continuous flow reaction technology, comprising the following steps:

[0045] 1) Dissolve decarbamyl cefuroxime (MDCC) in tetrahydrofuran (THF) with a mass fraction of 20%, and cool down to 0°C; cool chlorosulfonyl isocyanate (CSI) to 0°C. At the same time, the temperature of the continuous flow reactor was lowered to 0°C in advance; the continuous flow reactor was washed with tetrahydrofuran to ensure that the reactor pipeline was free of water.

[0046] (2) The tetrahydrofuran solution of decarbamoyl cefuroxime (MDCC) and chlorosulfonyl isocyanate (CSI) are passed into the liquid inlet pipe respectively, and after being mixed at the mixer, enter the continuous flow reactor simultaneously, and the reaction temperature is controlled to be 0 ℃, the reaction time is 45s. After calculation, the molar ratio of decarbamyl cefuroxime (MDCC) to chlorosulfonyl isocyanate (CSI) was 1:1.15.

[0047] (3) After quenching the pr...

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Abstract

The invention relates to the field of synthesis of organic compounds, and provides a method for synthesizing cefuroxime sodium based on a continuous flow reaction technology, which comprises the following steps: (1) simultaneously introducing decarbamoyl cefuroxime (MDCC) and chlorosulfonyl isocyanate (CSI) into a continuous flow reactor, and controlling the reaction temperature at-20-10 DEG C and the reaction time at 40-50 seconds; (2) quenching a product flowing out of the reactor with ice water, adjusting the pH value to 1.8-2.2, extracting and washing an organic layer to obtain cefuroxime acid liquid; (3) adding ethanol, sodium isooctanoate and sodium lactate in proportion, and stirring until the solution is clear to obtain a sodium solution; and (4) dropwise adding the cefuroxime acid liquid into the prepared sodium liquid, and carrying out vacuum drying to obtain crude cefuroxime sodium. The method is mild in reaction condition, the yield of the obtained cefuroxime sodium reaches 85% or above, the purity reaches 99.5% or above, the safety risk is low, and waste acid water discharge can be reduced.

Description

technical field [0001] The invention belongs to the field of organic compound synthesis, and in particular relates to a method for synthesizing cefuroxime sodium based on continuous flow reaction technology. Background technique [0002] Cefuroxime, a second-generation cephalosporin, inhibits cell division and growth by binding to penicillin-binding proteins (PBPs) on the bacterial cell membrane, and finally lyses and kills the bacteria. Cefuroxime has a broad-spectrum antibacterial effect and a wide range of applications. It can be used for respiratory infections caused by sensitive bacteria, ear, nose, throat infections, urinary tract infections, skin and soft tissue infections, bone and joint infections, gonorrhea, including sepsis and Meningeal and other infections. [0003] With the good performance of cefuroxime in the world cephalosporin market. The market demand for cefuroxime raw materials and its side chain intermediates also performed quite well, and they have b...

Claims

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Application Information

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IPC IPC(8): C07D501/34C07D501/04
Inventor 林吉超王晓毛震董斌曹怀祥姜仁龙
Owner 山东金特安全科技有限公司
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