The chemistry of polyazaheterocyclic compounds. Part VII. Extensions of a v-triazolo[1,5-a]quinazoline synthesis and a new route to 4-aminoquinazoline derivatives

Abstract

The base-catalysed condensation of o-azidobenzonitrile with active methylene compounds containing a cyano-group (phenylacetonitrile, cyanoacetic acid, ethyl cyanoacetate, cyanoacetamide, and malononitrile) gives high yields of 5-amino-v-triazolo[1,5-a]quinazolines (6). Breakdown of the triazole ring in these heterocycles occurs under a variety of acidic conditions affording new 4-aminoquinazoline derivatives.