Safe process for the preparation of balsalazide

Details Safe process for the preparation of balsalazide Safe process for the preparation of balsalazide

2007-09-18

2007-09-18

Powers, Fiona T. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Diazo or diazonium

C534S660000

Reexamination Certificate

active

11501770

ABSTRACT:
A process for the preparation of Balsalazide and its pharmaceutically acceptable salts wherein the reaction comprises:a. the intermediate N-(4-aminobenzoyl)-β-alanine is converted to N-(4-ammoniumbenzoyl)-β-alanine sulfonate salt using a sulfonic acid in water,b. the N-(4-ammoniumbenzoyl)-β-alanine sulfonate salt is treated with aqueous sodium nitrite solution at low temperature to generate N-(4-diazoniumbenzoyl)-β-alanine sulfonate salt,c. the aqueous solution obtained is quenched with aqueous disodium salicylate to furnish Balsalazide disodium solution,d. the solution is acidified to allow isolation of Balsalazide, ande. optionally converting the Balsalazide to a pharmaceutically acceptable salt (such as disodium salt).

REFERENCES:
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Shan, et al., Zhongguo Yaowu Huaxue Zazhi, Institute of Materia Medica, Peking Union Medical College, Beijing China, 2001, 11(2), 110-111.
Shi, et al., Zhongguo Yiyao Gongya Zazhi, Shanghai Institute of Pharmaceutical Industry, Shanghai, China, 2003, 34(11), 537-538.
Ullrich, et al., Decomposition of aromataic diazonium compounds, Thermochimica Acta, 1993, 225, 201-211.
Su, et al., Huaxue Gongye Yu Gongcheng (Tianjin, China), College of Chemistry and Chemical Eng., Donghua Univ., Shanghai, China, 2005, 22(4), 313-315.
Chai, et al., Huaxi Yaoxue Zazhi, Jiangsu Institute of Materia Medica, Nanjing, China, 2004, 19(6), 431-433.

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