H. Link
Nov 1, 1978
Citations
0
Influential Citations
14
Citations
Journal
Helvetica Chimica Acta
Abstract
Synthesis of 1,3,4-Oxadiazoles and 4,5-Dihydro-l,2,4-triazines from 3-Dimethylamino-2,2-dimethyl-2 Hazirine and Carbohydrazides 3-Dimethylamino-2, 2-dimethyl-2 H-azirine (1) reacts with aromatic carbohydrazides to give 2-(1-amino-1-methylethyl)-5-aryl-1, 3, 4-oxadiazoles (7, 10, 11). With ethyl carbazate the azirine 1 forms the aminoester 15, which is easily cyclized to the 4, 5-dihydro-1, 2, 4-triazin-3 (2H)-one 16. From the reaction of 1 with oxamohydrazide (17) and oxalodihydrazide 19 the 4, 5-dihydro-1, 2, 4-triazin-3-carboxamide 18 and the symmetric compound 20, respectively, have been isolated. Reactions supporting the structures of the new compounds are described.