Process for preparing nizatidine

Details Process for preparing nizatidine Process for preparing nizatidine

1994-07-11

1996-07-30

Gerstl, Robert

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D27728

Patent

active

055413358

ABSTRACT:
Nizatidine is prepared by a process in which the final step is the reaction of the 2-hydroxymethyl analog of nizatidine, namely N-[2-[[[2-(hydroxymethyl)-4-thiazolidyl]-methyl]thio]ethyl]-N'-methyl-2-ni tro-1,1-ethenediamine, with excess dimethylamine and an (N,N-dimethylamino)phosphonium halide such as (N,N-dimethylamino)triphenyl-phosphonium bromide. The process yields nizatidine in a very high state of purity.

REFERENCES:
patent: 4375547 (1983-03-01), Pioch
"Replacement of Alcoholic Hydroxyl Groups By Halogens and Other Nucleophiles via Oxyphosphonium Intermediates" Org. Reactions 29, 1-162 (1983).
"A Novel Method For Synthesis of Unsymmetrical Secondary and Tertiary Amines From Reactions of Alcohols With Amines By Utilizing Aminophosphonium Salts", Tetrahedron Letters No. 7, pp. 471-471, 1975 Pergamon Press, U.K.
No. 738--"Sels d'alcoyloxyphosphonium", Bulletin de la Societe Chimique de Fr ance 1971 No. 12 pp. 4368-4373.
Katritzky, Comprehensive Heterocyclic Chemistry vol. 6 p. 277 (1984).

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