A series of 2-Methyl-3-(4-hydroxyphenyl)-6-chloro quinazolin-4(3H)-ones (1-6), 2-bromomethyl-3-(4-hydroxyphenyl)-6-chloroquinazolin-4(3H)-ones (7-12), 2-hydrazinomethyl-3-(4-hydroxyphenyl)-6-chloroq- uinazolin-4(3H)-ones (13-18), 2-(2'-methylindol-3'-yl-imino) amino methyl-3-(4-hydroxyphenyl)-6-chloroquinazolin-4(3H)-ones (19-24), 2-[4'-oxo-5'-substituted-2'-(2''-methylindol-3''-yl) thiazolidin-1-yl]-aminomethyl-3-(4-hydroxyphenyl)-6-chloroquinazolin-4(3H)-ones (25-30) have been synthesized. The structures of these compounds have been confirmed by elemental analysis and spectral data such as IR, NMR and mass spectra. These compounds were also evaluated for their biological study such as anti-inflammatory, ulcerogenic and analgesic activities.