SYNTHESIS AND CYCLIZATION OF NEW QUINAZOL ONE DERIVATES TO [1,4]OXAZEPINO[3,4-B]QUINAZOLONES AND [1,4]DIAZEPINO[3,4-B]QUINAZOLONES

Original routes have been developed for the synthesis of new heterocon densed quinazolones: [1,4]oxazepino[3,4-b]quinazolone (20) and [1,4] d iazepino[3,4-b]quinazolones (12, 14). The syntheses were performed as follows: 2-aminoalkyl-quinazolones (7), obtained from 2-alkylquinazolo nes (4) by side-chain substitution were condensed with 1,3-bifunctiona l-reagents; and 2,3-bifunctional quinazolones (4) synthesized by halog enation of 2-alkyl-quinazolone-3-propionic acid derivatives (17, 24) w ere cyclised. The reaction of haloalkyl compounds (17) with N-nucleoph iles lead to ethyl-4'(3'H)-oxo-quinazoline-3'-yl]-propionamides (21) v ia [1,4]oxazepino[3,4-b]quinazolones (20), The cyclisation of 2-aminoa lkyl-3-propionales (25) resulted in the title compounds (12, 14). Phys ical data and characteristic spectral data (IR, UV and NMR) of the syn thesized compounds were reported.