Process for the preparation of cimetidine

Details Process for the preparation of cimetidine Process for the preparation of cimetidine

1988-01-25

1989-08-08

Ford, John M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D23364

Patent

active

048554391

ABSTRACT:
A new and simple process for the preparation of crystalline cimetidine (N-cyano-N'-methyl-N"-{2/(5-methyl-1H-imidazole-4-yl)methylthio/ethyl}guan idine) is described, wherein cimetidine is obtained by reacting O-ethyl-S-(4-methylimidazolyl-5-methyl)dithiocarbonate hydrobromide with N-cyano-N'-methyl-N"-(2-chloroethyl)guanidine in an aqueous methylamine solution at a temperature between room temperature and the reflux temperature of the reaction mixture, whereupon the desired compound is separated.
Cimetidine is a valuable drug in the therapy of the ulcer disease.

REFERENCES:
patent: 4720552 (1988-01-01), Zizek et al.
Yanko, Chemical Abstracts, vol. 106, Entry 137953q (1987).
J. B. Hendrickson et al., Organic Chemistry, (1970), 410.
D. Barton, Comprehensive Organic Chemistry, vol. 3, (1979), 3-13.
R. B. Wagner et al., Synthetic Organic Chemistry, (1953), 787.

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