R. K. Thakkar, S. R. Patel
Nov 1, 1969
Citations
0
Influential Citations
5
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
6- and 7-Nitro-2-benzyl-3H-4-ketoquinazolines and their 3-Me and 3-Ph derivatives were prepared by condensing the 6-nitro (III) and 7-nitro (XII) derivatives of -4H-3,1-benzoxazin-4-one with ammonia, methylamine and aniline, respectively. The compounds III and XII were formed on refluxing 5- and 4-nitro-N-phenylacetylanthranilic acids with acetic anhydride. 6- and 7-Nitro-2-benzyl-3H-4-ketoquinazolines (IV and XIII) were also prepared by condensing 5- and 4-nitro-N-phenylacetylanthranilic acids with formamide, respectively, in very low yields. The compounds IV and XIII yielded the corresponding 2-benzoyl derivatives on oxidation and the corresponding 2-(1-phenylstyryl) derivatives on reaction with benzaldehyde. 6- and 7-Nitro-2-styryl and 2-(1-phenylstyryl)-3H-4-ketoquinazolines were not oxidized by alkaline permanganate. UV spectra of these compounds have been studied.