Process for the preparation of acid addition salts of 4(5)-methy

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D23364

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047205520

ABSTRACT:
A new, technologically easily feasible process for the preparation of 4(5)-methyl-5(4)-thiomethyl imidazole of the formula ##STR1## and of acid addition salts thereof is described, wherein 4(5)-methyl-5(4)-bromomethyl imidazole hydrobromide is reacted in an aqueous medium at room temperature with potassium O-ethyl dithiocarbonate to the intermediate O-ethyl-S-(4-methylimidazolyl-5-methyl) dithiocarbonate, which is hydrolyzed at the reflux temperature under nitrogen atmosphere with an aqueous HBr or HCl solution to 4(5)-methyl-5(4)-thiomethyl imidazole hydrobromide or hydrochloride resp.
The compound is a valuable starting material in the synthesis of cimetidine, a well-known drug in the therapy of the ulcer disease.

REFERENCES:
Chemical Abstracts, 91:175352 (1979) [Ger. Offen. 2,855,836, Baudet, et al., 7/12/79].

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