Synthesis of 1,3,5-triazine derivatives by the reaction of S,S '-dimethyl N-cyanocarbonimidodithioate with amides

Article abstract of DOI:10.3987/COM-95-7374

S ,S '-Dimethyl N-cyanocarbonimidodithioate (1) reacted with amides (2) in the presence of sodium hydride in a mixture of benzene and N,N-dimethylacetamide to give the corresponding N-acyl-N'-carbamoyl-S-methylisothioureas (3). Refluxing of 3 in methanol gave the corresponding cyclized product, 1,3,5-triazin-2(1H)-one derivatives (4). Compounds (4) were found to be useful intermediates for the synthesis of trisubstituted 1,3,5-triazines.