An improvement for synthesis of ceftriaxone sodium
10.11665/j.issn.1000-5048.20160206
- VernacularTitle:头孢曲松钠的合成工艺改进
- Author:
Qingjie WEI
1
;
Junhua QIAO
;
Jianjun CHEN
;
Zhigang GAO
;
Yaqing LI
Author Information
1. 华北制药河北华民药业有限责任公司
- Publication Type:Journal Article
- Keywords:
ceftriaxone sodium;
antibiotics;
synthesis;
process improvement
- From:
Journal of China Pharmaceutical University
2016;47(2):163-165
- CountryChina
- Language:Chinese
-
Abstract:
To develop new synthetic process of ceftriaxone sodium, 7-amino-3-［(2, 5-dihydro-6-hydroxy-2-methyl-5-oxo-1, 2, 4-triazin-3-yl)thiomethyl］-3-cephem-4-carboxylic acid(7-ACT)was synthesized from 7-aminocephalosporanicacid(7-ACA)by reaction with 2, 5-dihydro-6-hydroxy-2-methyl-3-mercapto-5-oxo-1, 2, 4-triazine(TTZ)under the catalysis of BF3/C2H3N. Ceftriaxone was prepared from 7-ACT by condensation with 2-(2-amino-4-thiazolyl)-2-methoxyiminoacetic thiobenzothiazole ester(AE)using triethylamine as catalyst. After removing the by-product 2-mercaptobenzothiazole(M)through filtration, the filtrate was treated with sodium acetate to give ceftriaxone sodium. This improved process eliminates the working procedure for separating compound M from the mother liquor, and has the advantages of less solvent consumption and convenient operation, and has been successfully used in commercial production.
