Reaction of Cyanates with N- and N'-Substituted Carboxylic Hydrazides

Article abstract of DOI:10.1002/ardp.19803131009

N-Substituted carboxylic hydrazides react with aryl cyanate, 2,2,2-trichloroethyl cyanate and 2,2,2-trifluoroethyl cyanate 2 to form the 1-acylisosemicarbazides 7.On treatment of the N'-substituted (aralkyl, alkyl) carboxylic hydrazides 8 with the cyanates listed, the 2-imino-1,3,4-oxadiazolines 10 are obtained by elimination of phenol or 2,2,2-trihalogenoethanol.Reaction between 8 and cyanogen bromide and alkylation of the 2-amino-1,3,4-oxadiazoles 5 also yield 10.Two derivatives of 10 yielded the dimers 17.