Synthetic Antimalarials. The Preparation of Certain 4-Aminoquinolines1

NL Drake, HJ Creech, JA Garman…

Index: Drake et al. Journal of the American Chemical Society, 1946 , vol. 68, p. 1208,1210

Full Text: HTML

Citation Number: 10

Abstract

Summary A general method for the preparation of 4-hydroxyquinolines has been developed. This synthesis is illustrated by the conversion of m-chloroaniline, p-anisidine, and 3, 4- dimethylaniline to 4-hydroxyquinoline derivatives and of 3-aminop yridine to 4-hydroxy-1, 5- naphthyridine. The aromatic amines were condensed with ethoxyniethylenemalonic ester and the resulting carbethoxyanilinoacrylates cyclized by heating in a high-boiling solvent ...