Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
Reactions with N-Acylimino-dithiocarbonic-acid-diesters.Reactions of N-acylimino-dithiocarbonic-acid-S,S-diesters 1 with nucleophilic com-pounds 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-bi-nucleophilic arenes to benzoheterocycles 4, with aliphatic diamines to imidazolidines 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.
Type of Medium: