Method for preparing ceftazidime hydrochloride

A technology of ceftazidime and hydrochloride, applied in the field of chemical pharmacy, can solve the problems of low total yield, high cost, low purity and the like, and achieve the effects of improving production efficiency, reducing production cost and high product purity

Active Publication Date: 2013-04-10
SHENYANG SANJIU PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In view of this, the present invention provides a method for preparing ceftazidime hydrochloride, which solves the technical problems of low total yield, low purity and high cost in the preparation process of ceftazime hydrochloride in the prior art

Method used

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  • Method for preparing ceftazidime hydrochloride
  • Method for preparing ceftazidime hydrochloride
  • Method for preparing ceftazidime hydrochloride

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preparation example Construction

[0022] The embodiment of the present invention provides a kind of preparation method of ceftazidime hydrochloride, comprises the following steps:

[0023] Step S01, acylation to ester reaction:

[0024] Add 7-APCA and ceftazidime side chain active ester to the organic solvent, adjust the system temperature to -10~-5℃, add organic base, adjust the system temperature to 0~5℃ and react for 22~24 hours, adjust the temperature to- 10~-5℃, add acid to adjust the pH to 0.5~1, add water and adsorbent to stir the reaction, for example, 30 minutes, filter and collect the filtrate, the organic solvent is selected from one or a combination of methanol, ethanol, DMF, DMSO More than one, the acid is selected from one or more of hydrochloric acid, phosphoric acid, sulfuric acid, nitric acid, formic acid or acetic acid;

[0025] Step S02, hydrolysis:

[0026] Adjust the temperature of the filtrate to 0-5°C, add concentrated hydrochloric acid, react for 10-12 hours, add a crystallization sol...

Embodiment 1

[0040] Disperse 20g of 7-APCA and 25g of ceftazidime side chain active ester in 50mL of methanol, cool down to ~10°C, slowly add 10mL of triethylamine dropwise, and control the temperature at 0~5°C for 24 hours; after the reaction, cool down to ~10°C ℃, slowly add concentrated hydrochloric acid dropwise to adjust the pH value to 1.0, add 60mL water and 5g alumina to absorb for 30 minutes, and collect the filtrate by filtration;

[0041] Add dropwise 20mL of concentrated hydrochloric acid to the filtrate, control the temperature at 0~5°C for 12 hours, slowly add 400mL of acetone dropwise, stir and grow the crystal for 1h, filter, wash, and dry to obtain 28.4g of ceftazidime hydrochloride crystals. The molar yield is 89.0%, the purity is 99.2%.

[0042] see figure 1 , figure 1Show the chromatogram of the ceftazidime hydrochloride prepared by the embodiment of the present invention 1, please combine the following table:

[0043]

[0044] From figure 1 And it can be seen fr...

Embodiment 2

[0046] Disperse 25g of 7-APCA and 36g of ceftazidime side chain active ester in 40mL of DMF, cool down to ~10°C, slowly add 15mL of pyridine dropwise, and control the temperature at 0~5°C for 24 hours; after the reaction, cool down to ~10°C, Slowly add concentrated hydrochloric acid to adjust the pH value to 0.5, add 80mL water and 6.5g alumina to absorb for 30 minutes, and collect the filtrate by filtration;

[0047] Add 25mL of concentrated hydrochloric acid dropwise to the filtrate, control the temperature at 0~5°C for 12 hours; slowly add 500mL of isopropyl acetate dropwise, stir and grow the crystal for 1h, filter, wash, and dry to obtain 36.3g of ceftazidime hydrochloride crystals, mol The yield was 89.6%, and the purity was 99.3%.

[0048] see figure 2 , figure 2 Show the chromatogram of the ceftazidime hydrochloride prepared by the embodiment of the present invention 2, please combine the following table again:

[0049]

[0050]

[0051] From figure 2 And ...

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Abstract

The invention is suitable for the field of chemical pharmacy and provides a method for preparing ceftazidime hydrochloride. The method comprises a reaction of carrying out acylation to form ester and a hydrolysis reaction. The method for preparing the ceftazidime hydrochloride, which is disclosed by the invention, greatly simplifies the reaction process an reduces use of raw materials and energy by omitting steps of filtering, extracting, drying and the like after the esterification reaction, so that production cost is greatly reduced; and moreover, the method prevents loss of ceftazidime tert-butyl ester and improves production benefits.

Description

technical field [0001] The invention belongs to the field of chemical pharmacy, in particular to a preparation method of ceftazidime hydrochloride. Background technique [0002] Ceftazidime is a third-generation cephalosporin antibiotic created by GlaxoSmithKline, which has a strong effect on Gram-positive or negative bacteria. Pseudomonas aeruginosa, Escherichia coli, Klebsiella, Proteus, Enterococcus, Salmonella, Shigella, Neisseria gonorrhoeae, Neisseria meningitidis, Staphylococcus aureus, hemolytic streptococcus, pneumococcus and other Aerobacter has strong antibacterial activity, especially for Pseudomonas aeruginosa, ceftazidime is the most effective antibiotic. [0003] Ceftazidime hydrochloride is an important raw material for the preparation of ceftazidime, the chemical name is 6R, 7R)-7-[[(2-amino-4-thiazolyl)-[(1-carboxy-1-methylethoxy)imino ]acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-3-methylpyridine dihydrochloride. The structural form...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D501/46C07D501/06
Inventor 钟至荣蒋雄杰黄权华苏军权高顺清张远杏何婷
Owner SHENYANG SANJIU PHARMA
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