Cysteamine Hydrochloride → N-cyano-N'-{2-[(4-methylthiazol-2-yl)methylthio]ethyl}-S-methylisothiourea

Participants

Reaction Steps

When 2-chloromethyl-4-methylthiazole [prepared from 2-hydroxymethyl-4-methylthiazole and thionyl chloride] is reacted with cysteamine hydrochloride and about two equivalents of a strong base such as sodium methoxide and the resultant amine treated with dimethyl cyanodithioimidocarbonate there is produced N-cyano-N'-{2-[(4-methylthiazol-2-yl)methylthio]ethyl}-S-methylisothiourea. When the latter compound is reacted with propargylamine according to the general procedure of Example 4, there is produced N-cyano-N'-(2-propyn-1-yl)-N"-{2-[(4-methylthiazol-2-yl)methylthio]ethyl}guanidine.

Provenance & Evidence