Fujimoto Pharmaceutical Corporation

Michitaro Fujimoto

Takeshi Sakai

Hirokazu Seki

Shuhei Takamatsu

Giichi Funazo

Yoshikazu Funazo

Takaichi Fukui

Hironori Ohde

Toshimitsu Mozai

N-Cyano-N',S-ethylene-N'-([4-methyl-5-imidazolyl)methyl]isothiourea which is of value as an intermediate in the production of cimetidine and a process for its production are provided.

Synthesis of an imidazolyl isothiourea

There is provided a process for producing cyanoguanidine derivatives, especially N-cyano-N'-Methyl-N'-(4-methyl-5-imidazolylmethyl)thioethyl-guanidine.

Synthesis of cimetidine and analogs thereof

N-Cyano-N'-methyl-N'-(2-mercaptoethyl)-N'-[(4-methyl-5-imidazolyl)methyl]gu anidine and a method of producing the same are provided.

Imidazole guanidine compounds and method of making same

A pharmacologically active cyanoguanidine derivative, generally referred to as cimetidine, is prepared by causing 4-methyl-5-hydroxymethylimidazole or a salt thereof to react with 2-substituted-1-methyl pyridinium salt and then causing the intermediate reaction product to react with N-cyano-N'-methyl-N'-(2-melcaptoethyl)-guanidine. The initial and subsequent reactions are carried out at room temperature under atmospheric pressure, using one and the same reaction vessel. No isolation of the intermediate reaction product resulting from the first reaction is required preparatory to the subsequent reaction. The recovery of the final intended product is carried out without using a column chromatography.

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Tondabayashi, Japan

Michitaro Fujimoto