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E-Journal of Chemistry
Volume 7 (2010), Issue 3, Pages 1066-1070
http://dx.doi.org/10.1155/2010/317391

Synthesis and Characterization of Substituted 4-Methoxy-1H-quinolin-2-ones

A. K. Ramasamy,1 V. Balasubramaniam,2 and K. Mohan3

1Department of Chemistry, Periyar University, Salem, Tamilnadu, India
2Department of Chemistry, Amet University, Chennai, India
3Department of Chemistry, Sakthi Polytechnic College, Sakthinagar, 638315, India

Received 16 November 2009; Accepted 5 January 2010

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

An efficient method for the synthesis of various substituted 4-methoxy-1H-quinolin-2-ones from various substituted aniline with malonic acid, phosphorous oxychloride, sodium methoxide and glacial acetic acid under different conditions is described. The title compounds were synthesized from three steps; the first step involved the synthesis of substituted 2, 4-dichloro quinoline from aniline (substituted), with malonic acid and phosphorous-oxychloride. In the second step, the substituted 2, 4 dichloro compounds was heated with freshly prepared methanolic sodium methoxide solution to give 2, 4-dimethoxy quinoline compounds, it was then refluxed with glacial acetic acid and hydrochloric acid to give the titled compounds in the final step. The purity of the synthesized compounds was confirmed by their C, H and N analysis and the structure was analyzed on the basics of Mass, FT-IR and 1H NMR.