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Cefuroxime dibenzyl ethylenediamine salt and preparation method and application thereof

A technology of furoxin dibenzylethylenediamine salt and dibenzylethylenediamine is applied in the field of cefuroxime dibenzylethylenediamine salt and its preparation and application, and can solve the problem of cefuroxime dibenzylethylenediamine salt which has not been reported. Benzylethylenediamine salt and other problems, achieve good commercial value, improve quality, and solve the effect of poor stability

Active Publication Date: 2008-04-09
SHANDONG SALUBRIS PHARMA +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Also there is no report cefuroxime dibenzylethylenediamine salt and preparation method thereof in the prior art, and the method for preparing cefuroxime by cefuroxime dibenzylethylenediamine salt

Method used

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  • Cefuroxime dibenzyl ethylenediamine salt and preparation method and application thereof
  • Cefuroxime dibenzyl ethylenediamine salt and preparation method and application thereof
  • Cefuroxime dibenzyl ethylenediamine salt and preparation method and application thereof

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Embodiment 1

[0046] N, N'-dibenzylethylenediamine-7-[2-furyl (methoxyimino) acetamido] 3-carbamoyloxymethyl-8-oxo-5-thia-1-nitrogen Preparation of heterobicyclo[4.2.0]oct-2-ene-2-carboxylate.

[0047] At room temperature, dissolve 100 g of crude cefuroxime sodium in pure water, stir to make a 10% aqueous solution, adjust the pH of the solution to 2.0-5.0 with sodium acetate, add 100 ml of 95% ethanol, and add N, N' under rapid stirring -Dibenzylethylenediamine diacetate 48g, after adding, continue to stir the reaction mixture for 30 minutes, produce a large amount of white solid, continue to stir for 2 hours at 5~10 ℃, filter, white solid with 5% ethanol solution ( 3×200ml) for washing. Vacuum drying at 40-45° C. gave 116.0 g of white solid cefuroxime dibenzylethylenediamine salt.

Embodiment 2

[0049] N, N'-dibenzylethylenediamine-7-[2-furyl (methoxyimino) acetamido] 3-carbamoyloxymethyl-8-oxo-5-thia-1-nitrogen Preparation of heterobicyclo[4.2.0]oct-2-ene-2-carboxylate.

[0050] At room temperature, dissolve 100 g of crude cefuroxime sodium in pure water, stir to make a 10% aqueous solution, adjust the pH of the solution to 8.0-9.0 with sodium acetate, add 150ml of 95% ethanol, and add N, N' under rapid stirring -Dibenzylethylenediamine diacetate 122g, after adding, continue to stir the reaction mixture for 30 minutes, produce a large amount of white solid, continue to stir for 2 hours at 5~10°C, filter, and the white solid is washed with 5% ethanol solution ( 3×200ml) for washing. Vacuum drying at 40-45° C. gave 118.0 g of cefuroxime dibenzylethylenediamine salt as a white solid.

Embodiment 3

[0052] (6R,7R)-7-[2-furyl(methoxyimino)acetamido]3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2. 0] Preparation of the sodium salt of oct-2-ene-2-carboxylate.

[0053] Suspend 116.0 g of cefuroxime dibenzylethylenediamine salt in 600 ml of pure water with stirring, cool to 14-16°C, and then add 240 g of Relite CNS (sodium salt). The mixture was stirred at 14-16° C. for 120 minutes until a clear supernatant appeared, and the resin was removed by filtration and washed with 150 ml of 75% ethanol.

[0054] Stir and add 3000ml of acetone to the product solution within 60 minutes at 14-16°C, a white solid precipitates, continue to stir for 30 minutes, filter, wash the crystals with acetone (3×200ml), and dry under vacuum at 40-45°C to obtain cefuroxime Sodium 89.0g, purity 99.7%.

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Abstract

The invention provides a novel compound of cefuroxime dibenzyl ethylenediamine salt and a preparation method as well as the method for the preparation of cefuroxime dibenzyl ethylenediamine salt or purification of cefuroxime or cefuroxime salt.

Description

technical field [0001] The present invention relates to a new compound and its preparation method and its industrial application, especially cefuroxime dibenzylethylenediamine salt and its preparation method, and the preparation of cefuroxime by cefuroxime dibenzylethylenediamine salt Or cefuroxime salt method. Background technique [0002] Cefuroxime Sodium (Cefuroxime Sodium, formula I), its chemical name is (6R, 7R)-7-[2-furyl (methoxyimino) acetamido] 3-carbamoyloxymethyl-8-oxo Generation-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt. This product is a second-generation cephalosporin antibiotic. The antibacterial activity against Gram-positive cocci is similar to or slightly worse than that of the first-generation cephalosporins, but it is quite stable against β-lactamase produced by Staphylococcus and Gram-negative bacilli. It was first produced by Glaxo Wellcome UK under the trade name Xilixin. [0003] [0004] There are many methods for pre...

Claims

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Application Information

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IPC IPC(8): C07D501/34
Inventor 张黎辉叶澄海
Owner SHANDONG SALUBRIS PHARMA
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