Synthesis, characterization and biological activity of 1,3,4-substituted 2-azetidinones
Amido/imido alcohol/2-phenyl-3-hydroxyethylquinazolin-4 (3H) -one 1 on treatment with benzoic acid in the presence of cone. H2SO4 yields m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxoquinazolinyl) benzoic acids 2. The acid chloride of 2 on reaction with hydrazine hydrate affords m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxo-quinazolinyl) benzoic acid hydrazides 4 which on condensation with an aromatic aldehyde in acetic acid gives m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxo- quinazolinyl) benzoic acid hydrazones 5. Compounds 5 undergo cyclization with phenoxy acetic acid in the presence of thionyl chloride in dry benzene to furnish 1-[m-(aralkylamido/imidoalkyl/2-phenyl-3-ethyl-3H-4-oxo-quinazolinyl- benzamido)]-3-phenoxy-4-phenyl-2-azetidinones 6. The antiviral and antifungal activities of 6 have been reported.
Synthesis and biological activity of isoquinolinyl benzimidazoles
Condensation of benzoic acid with amidoalcohols in presence of conc. H2SO4 furnishes m-(amidoalkyl)-benzoic acids 1 which on treatment with benzoin in polyphosphoric acid give 3,4-diphenyl-7-amidoalkyl-coumarins 2 in excellent yields
Pandey,Shukla, Aparna
p. 1381 - 1383
(2007/10/03)
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