%0 Journal Article
%T Synthesis of Novel 3H-Quinazolin-4-ones Containing Pyrazolinone, Pyrazole and Pyrimidinone Moieties
%A Mohamed A. Saleh
%A Mohamed F. Abdel-Megeed
%A Mohamed A. Abdo
%A Abdel-Basset M. Shokr
%J Molecules
%D 2003
%I MDPI AG
%R 10.3390/80400363
%X The diazonium salt of 3-(4-aminophenyl)-2-methyl-3H-quinazolin-4-one (2a) and its 6-bromo derivative 2b reacted with some active methylene compounds, namely ethyl acetoacetate (3), ethyl cyanoacetate (4) and acetylacetone (5), to afford the corresponding hydrazono quinazolinone derivatives 6-8. Treatment of 6a,b with hydrazine hydrate or phenyl hydrazine in refluxing ethanol afforded the corresponding pyrazolin-5-one derivatives of 3H-quinazolin-4-one 9a-d. Cyclization of 7a,b with hydrazine hydrate yielded the corresponding products 10a,b. Reaction of 8a,b with phenyl hydrazine or with urea afforded the corresponding derivatives 11a,b and 12a,b, respectively. Compounds 6-12 were identified by C,H,N analysis, IR, 1H-NMR, 13C-NMR and mass spectroscopy.
%K 3-(4-Aminophenyl)-2-methyl-3H-quinazolin-4-one
%K bromo derivative
%K active methylene compounds
%K cyclization
%K nitrogen nucleophiles
%U http://www.mdpi.com/1420-3049/8/4/363