Mm. Ghorab et al., SYNTHESIS OF SOME NEW BIOLOGICALLY-ACTIVE 2-PHENYL-6-IODO-3-SUBSTITUTED-4(3H) QUINAZOLINONES, Indian Journal of Heterocyclic Chemistry, 5(2), 1995, pp. 115-120
2-Phenyl-6-iodo-3, 1-benzoxazine-4-one (1) was reacted with p-aminodip
henylamine to give (2), which was used for the synthesis of acridine a
nd phenothiazine derivatives (4), (5), (6) and (7), respectively. Acet
ylation of (2), by acetyl chloride afforded N-acetyl derivative (3), I
nteraction of (1), with p-phenylenediamine in dry pyridine gave (8), i
ts chloroacetyl derivative was prepared and reacted with malononitrile
, ethyl cyanoacetate or diethyimalonate to furnish the pyrrolidinones
(10a-c), respectively. Also, compound (8) was used as starting materia
l in the synthesis of many heterocyclic compounds (12-17), respectivel
y. The structure of the products have been established on the basis of
elemental analysis and spectral data. Compounds (6a) and (7) showed v
ery promising activity against bacteria as compared to standard antibi
otic Gentamycin.