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E-Journal of Chemistry
Volume 7, Issue 2, Pages 377-382
http://dx.doi.org/10.1155/2007/237645

Synthesis, Characterization and Primary Antimicrobial, Antifungal Activity Evaluation of Schiff bases of 4-Chloro-(3-substituted-phenylimino) - methyl-[2H] - chromene-2-one

Amit Kasabe, Vijay Mohite, Jayesh Ghodake, and Jaydeep Vidhate

Department of Pharmaceutical Chemistry, Nandha College of Pharmacy, Erode, Tamilnadu, India

Received 28 July 2009; Revised 19 September 2009; Accepted 15 November 2009

Copyright © 2010 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.

Abstract

Coumarins show promising antimicrobial and antifungal activity, this prompted to us to synthesize new derivatives of coumarins. 4-Chloro-2-oxo-2H-chromene-3-carbaldehyde was reacted with substituted aniline and rectified spirit to obtain a new series of Schiff bases of 4-chloro-(3-substituted-phenylimino) -methyl- [2H]-chromene-2-one (3a-i). Their structures were confirmed by IR, 1H NMR spectral data. The synthesized compounds were investigated for antimicrobial and antifungal activities. The data reported showed that the effect of variation in chemical structure was rather unpredictable. Seldom did a particular structural modification lead to uniform alteration in activity in all tests. The substitution which appeared to be most important for high order of activity in the number of test was the 3-chloro phenylimino group. The observed antimicrobial and antifungal activities are attributed to the substitution at rdposition of phenylimino moiety.