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E-Journal of Chemistry
Volume 6 (2009), S1, Pages S445-S451

Synthesis, Characterization and Antifungal Activity of Novel Quinazolin-4-one Derivatives Containing 8-Hydroxyquinazoline Ligand and its Various Metal Complexes

R. T. Vashi and S. B. Patel

Department of Chemistry, Navyug Science College, Rander Road, Surat-395009, India

Received 24 February 2009; Accepted 20 April 2009

Copyright © 2009 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


Novel ligands containing quinazoline-4-one-8-hydroxyquinoline (QQ) merged moieties were prepared and characterized. For this anthranilic acid and 5-bromoanthranilic acid were converted respectively into 2-chloromethyl–3-(4-methyl phenyl)-3(H)-quinazoline-4-one and 2-chloromethyl–3-(methyl phenyl)-6-bromo-3(H)-quinazoline-4-one. Both these compounds were condensed with 5-amino-8-hydroxyquinoline. The so called resulted compounds were named respectively as 2-[(8-hydroxy-quinolinyl) –5- amino methyl] -3-(4-methylphenyl)- 3(H)- quinazoline -4- one and 2-[(8-hydroxyquinolinyl)-5-aminomethyl] -3(methyl phenyl)-6-bromo-3(H)-quinazoline-4-one. Both the compounds were designated respectively as HL1 and HL2 ligands. The transition metal (Cu2+, Ni2+, Zn2+, Mn2+ and Co2+) complexes of both these ligands were prepared. The ligands and their complexes as case may be were characterized by elemental analysis, spectral studies and number of hydroxyl groups. The stoichiometry of the complexes has been found to be 1:2 (metal: ligand). An octahedral geometry around Co2+, Ni2+ and Mn2+, distorted octahedral geometry around Cu2+ and tetrahedral geometry of around Zn2+ have been proposed. These complexes also been tested for their antifungal activities.