SYNTHESIS OF SOME NEW SPIROPYRIMIDOQUINAZOLINE DERIVATIVES

Abstract

2-Methyl-3,4-dihydroquinazolin-4-ones la,b reacted with cyclic ketones 2a-d in the presence of fused sodium acetate to yield 2-methinylcycloalkylidene-3Hquinazolin-4-one derivatives 3a-h. Quinazoline derivatives 3a-h reacted with hydrobromic acid in glacial acetic acid to give the bromo derivatives 4a-h. Compounds 4a-h reacted with ammonium carbonate and/or hexamethylenetetramine to afford 2-methylenylaminocycloalkane quinazoline derivatives 5a-h in good yields. Cyclization of 5a-h with acetic anhydride and acetic acid yielded the spiropyrimidoquinazoline derivatives 6a-h in excellent yields. All the synthesized quinazoline derivatives were identified by conventional methods (IR, 'H NMR) and elemental analyses.