Process for preparing a basic thioether and the salts thereof

Details Process for preparing a basic thioether and the salts thereof Process for preparing a basic thioether and the salts thereof

C - Chemistry, Metallurgy

07

D

260/367.3

C07D 307/52 (2006.01) A61K 31/34 (2006.01) C07D 207/333 (2006.01) C07D 207/335 (2006.01) C07D 307/00 (2006.01) C07D 307/38 (2006.01)

Patent

CA 1268474

ABSTRACT OF THE DISCLOSURE The invention relates to the acid addition salts of 2- [(2-aminoethyl)-thiomethyl]-5-dimethylamino-methylfuran of the formula (I) and a process for preparing same and, if desired, for transforming any of the new salts obtained to the known base of formula (I). The process comprises a) reacting the zwitterionic (5-dimethylaminomethyl-2-furylmethyl) hydrogen sulphate of formula (III) with cysteamine or with an acid addition salt thereof, or b) treating 5-dimethylaminomethyl-2-furfuryl alcohol of the formula (IV) with sulphur trioxide or an agent suitable to introduce sulphur trioxide in the presence of a solvent, then separating and reacting the obtained (5-dimethylaminomethyl-2- furylmethyl) hydrogen sulphate of formula (III) with cysteamine or with an acid addition salt thereof and, if desired, separating the acid addition salt of the base of formula (I) obtained by process a) or b) and/or, if desired, liberating therefrom the base of formula (I), purifying it and/or transforming it to an other acid addition salt of the base of formula (I). The compound of formula (I) and its acid addition salts are intermediates for preparing 1-{2-[5-dimethyl-aminomethyl-2- (furylmethylthio)-ethyl]}-amino-1-methyl-amino-2-nitroethylene of the formula (II) which is a known drug against gastric and duodenal ulcers.

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