Quinazolines. VII. Synthesis of 1,3‐Diamino‐5,6‐dihydrobenzo[<i>f</i>]quinazolines

Abstract

Abstract Eighteen new 1,3‐diamino‐5,6‐dihydrobenzo[ f ] quinazolines ( 6 , R. = alkyl, Cl, MeO) were synthesized via the condensation of appropriate 2‐tetralones with cyanoguanidine under fusion conditions. Methods were developed for the preparation of a number of heretofore undescribed 2‐tetralones as precursors. The final products can be viewed as conformationally rigid analogs of pyrimethamine ( 2 ), and are of interest as inhibitors of dihydrofolate reductase and as potential antimalarial and antitumor agents.