Preparation method of cefodizime sodium

A technology for cefodizime sodium and a compound is applied in the field of chemical drug synthesis, which can solve the problems of short synthesis reaction steps and high polymer content, and achieve the effects of low product cost, high product yield and time saving.

Active Publication Date: 2014-08-13
AMICOGEN CHINA BIOPHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] For the deficiencies in the prior art, the object of the present invention is to provide a kind of method that replaces traditional 7-ACA with GCLE as starting material to prepare cefodizime sodium, and synthesize cefodizime sodium in two steps with GCLE, which solves the existing problem There is a problem of high polymer content in the technology, the synthesis reaction steps are short, the side reactions are few, the operation is simple, the yield is high, and the product obtained is high in purity

Method used

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  • Preparation method of cefodizime sodium
  • Preparation method of cefodizime sodium
  • Preparation method of cefodizime sodium

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The preparation method of cefodizime sodium adopts compound I as a starting material, and the specific steps include:

[0035] (1) Add 30g of compound I (GCLE) and 12.3g of compound II into a system containing 200mL of acetone and 20mL of water, heat to 50°C, stir until clear, add 0.3g of sodium iodide, and use a mass fraction of 10% sodium carbonate Adjust the pH of the solution to 5.0, react for 2 hours, add 100 g of trifluoroacetic acid for hydrolysis, add 1.5 g of activated carbon for decolorization, wash with a mixture of 10 mL of acetone and 1 mL of water, adjust the pH to 3.0 with 25% ammonia water, and culture at 10 °C. crystallize for 1 hour, filter with suction, wash with 100mL of water and 100mL of acetone respectively, and dry in vacuo to obtain 22.1g of compound III with a yield of 92% and a purity of 98.76%;

[0036] (2) Add 20g of compound III and 27.4g of compound IV into a mixed solvent system containing 100mL of toluene and 100mL of methanol, dropwise ...

Embodiment 2

[0039] The preparation method of cefodizime sodium adopts compound I as a starting material, and the specific steps include:

[0040] (1) Add 30g of compound I (GCLE) and 13.2g of compound II into a system containing 200mL of acetone and 15mL of water, heat to 50°C, stir until clear, add 0.7g of sodium bromide, and use a mass fraction of 8% bicarbonate Adjust the pH to 5.5 with sodium solution, react for 1 hour, add 141g of trifluoroacetic acid for hydrolysis, add 1.5g of activated carbon for decolorization, wash with 10mL of acetone and 0.75mL of water mixture, adjust the pH to 3.5 with 28% ammonia water, 12°C Cultivate the crystal for 1 hour, filter with suction, wash with 100 mL of water and 100 mL of acetone respectively, and dry in vacuo to obtain 21.8 g of compound III with a yield of 91% and a purity of 98.62%;

[0041] (2) Add 20g of compound III and 34.2g of compound IV into a mixed solvent system containing 200mL of toluene and 100mL of ethanol, add dropwise 23mL of ...

Embodiment 3

[0044] The preparation method of cefodizime sodium adopts compound I as a starting material, and the specific steps include:

[0045] (1) Add 30g of compound I (GCLE) and 14.1g of compound II into a system containing 200mL of acetone and 10mL of water, heat to 50°C, stir until clear, add 0.9g of potassium bromide, and use 12% carbonic acid Adjust the pH to 5.2 with sodium hydrogen solution, react for 2 hours, add 54 g of trifluoroacetic acid for hydrolysis, add 1.5 g of activated carbon for decolorization, wash with a mixture of 10 mL of acetone and 1 mL of water, adjust the pH to 3.5 with 26% ammonia water, and heat at 15 °C Cultivate the crystal for 1 hour, filter with suction, wash with 100 mL of water and 100 mL of acetone respectively, and dry in vacuo to obtain 21.5 g of compound III with a yield of 90% and a purity of 98.56%;

[0046] (2) Add 20g of compound III and 30g of compound IV into a mixed solvent system containing 100mL of acetone and 100mL of methanol, dropwis...

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Abstract

The invention relates to a preparation method of cefodizime sodium. The cefodizime sodium is synthesized by using GCLE instead of traditional 7-ACA as the starting material, and the decolorized reaction solution is directly added dropwise with a salt-forming agent for reaction without separation and purification. Cefodizime sodium. The present invention has short steps and few side reactions, solves the problem of high polymer content in the final product, reduces the high polymer content from 1.0% to below 0.1%, and improves the purity. The product purity is more than 99.8%. The raw material The use of proportioning and mixed solvent improves the yield, making the product yield reach more than 90%. The invention shortens the process steps, saves time, has simple process, high yield, low cost, high product purity, cheap and easy-to-obtain raw materials, and is suitable for industrialized production.

Description

technical field [0001] The invention belongs to the field of chemical drug synthesis, and in particular relates to a method for preparing cefodizime sodium by using GCLE as a starting material. Background technique [0002] Cefodizime sodium, also known as cefodizime, the English name is Cefodizime Sodium, and its chemical name is: (6R,7R)-7-[(2-amino-4-thiazolyl)-(methoxyimino)acetamide Base]-3-[[(5-carboxymethyl-4-methyl-2-thiazolyl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0] Oct-2-ene-2-carboxylic acid disodium salt, molecular formula: C 20 h 18 N 6 o 7 S 4 Na 2 , molecular weight: 628.64, structural formula as shown in compound V: [0003] [0004] Cefodizime sodium belongs to the third generation of cephalosporin antibiotics for injection, which was developed by Hearst Company in Germany. Ability plays a role. [0005] At present, the preparation of cefodizime sodium in the prior art all takes 7-ACA or the follow-up product cefotaxime acid of 7-ACA as raw ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D501/36C07D501/06
Inventor 赵新祥王玲胡方锋张振安
Owner AMICOGEN CHINA BIOPHARM CO LTD
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