15067-64-8Relevant articles and documents
Synthesis of 1,3,5-triazine derivatives by the reaction of S,S '-dimethyl N-cyanocarbonimidodithioate with amides
Kohra, Shinya,Ueda, Kazuo,Tominaga, Yoshinori
, p. 839 - 849 (2007/10/03)
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.
Reactions with N-Acylimino-dithiocarbonic-acid-diesters
Augustin, M.,Richter, M.,Salas, S.
, p. 55 - 68 (2007/10/02)
Reactions of N-acylimino-dithiocarbonic-acid-S,S-diesters 1 with nucleophilic compounds present new possibilities to synthesize heterocycles.With amines 1a reacts by mono- and disubstitution, respectively, of methylthio-groups to isothioureas 2 and guanidines 3, with 1,2-binucleophilic arenes to benzoheterocycles 4, with aliphatic diamines to imidazolines 5, pyrimidines 6, diazepines 7 and the hexamethylene-diamine-derivatives 8. 1a reacts also with hydrazines to 1,2,4-triazoles 9 and with hydrazides to the thiosemicarbazones 10 or 1,3,4-oxadiazoles 11.Heterocyclisations of 1 with guanidines, thiourea, salts of thiourea and amidines give the 1,3,5-triazines 12, 14, 15 and 16.N-benzoyl-dithiocarbonic-acid-methylester -amid reacts with CH-acidic compounds to thiazoles 17.The structures of the final products are determined by i.r.-, 1H-n.m.r.-, u.v.- and mass-spectras.