1,3,4-THIADIAZOLES FROM THIOSEMICARBAZIDES

Autor:	J. L. Flippen-Anderson, John P. Scovill, Richard Gilardi, Daniel L. Klayman
Rok vydání:	1991
Předmět:	chemistry.chemical_classification Ketone Organic Chemistry Hydrazone Nanotechnology Biochemistry Aldehyde Catalysis Inorganic Chemistry chemistry.chemical_compound Acetic acid chemistry Thiadiazoles Yield (chemistry) Organic chemistry Acetonitrile
Zdroj:	Phosphorus, Sulfur, and Silicon and the Related Elements. 63:273-281
ISSN:	1563-5325 1042-6507
DOI:	10.1080/10426509108036830
Popis:	A new method for the synthesis of 1,3,4-thiadiazoles is described. Thus condensation of 4-methyl-4phenyl-3-thiosemicarbazide with an aldehyde or ketone affords 1,1-disubstituted-6-[1-(arylethylidine) amino] −2,5-dithiobiureas, rather than the anticipated 4,4-disubstituted-3-thiosemicarbazones. Refluxing the 2,5-dithiobiureas in ethanol containing acetic acid as catalyst gave the corresponding 1,3,4-thiadiazol-2-yl hydrazones. Furthermore, refluxing a solution of a 4,4-disubstituted-3-thiosemicarbazone in acetonitrile containing acetic acid as catalyst also afforded 1,3,4-thiadiazol-2-yl hydrazones in excellent yield. Arylethylideneamino-2,5-dithiobiurets are thought to be intermediates in the latter reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3aa346de53eab32e738f30607d33e046 https://doi.org/10.1080/10426509108036830 Zobrazit plný text záznamu