Process for the preparation of n-sulfamyl-3-(2-...

Details Process for the preparation of n-sulfamyl-3-(2-... Process for the preparation of n-sulfamyl-3-(2-...

C - Chemistry, Metallurgy

07

D

260/310.5

C07D 277/48 (2006.01)

Patent

CA 1263120

PROCESS FOR THE PREPARATION OF N-SULFAMYL-3- (2-GUANIDINO-THIAZOL-4-YL-METHYLTHIO)-PROPION- AMINIDE ABSTRACT OF THE DISCLOSURE A new process is disclosed for the preparation of N-sulfamyl 3-(2-guanidino- thiazol-4-yl-methylthio)-propionitrile (famotidine) of the formula : Image (I) by S-alkylation of 2-guanidino-thiazol-4-yl-methane- thiol obtained from S-(2-guanidino-thiazol-4-yl- methyl)-isothiourea dihydrochloride of the formula: Image (III) by in situ treatment with a base. The S-alkylation is carried out with an N-sulfamyl-3-halo-propionamidine of the formula: - 2 - Image (II) wherein each X stands for halogen. Famotidine prepared by the process of the invention is useful as an anti- ulcer agent.

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