By condensing the potassium salt of isatinic acid -(0-aminopheny1)-glyoxylic acid -with urea, A;-substituted ureas and ethyl carbamate, 2-hydroxyquinazoline-4-carboxylic acid was obtained, in excellent yield. In a similar condensation with guanidine, potassium isatinate reacted quantitatively t o give 2-aminoquinazoline-4-carboxylic acid. Various derivatives were obtained from these new acids by methylation and decarboxylation reactions.Only a small number of 2-alkyl-and 2-aryl-quinazoline-4-carboxylic acids (11) are known 192. They were all prepared in the same way, i.e. by condensing ammonia with N-acylated isatinic acids (I). When reported, the over-all yields -starting from isatins or o-aminoacetophenone -appear to be rather low. Quinazoline-4-carboxylic acid itself has not been synthesized hitherto.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.