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Vol. 27 No. 8 (2015): Vol 27 Issue 8

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Synthesis and Antibacterial Activities of Some Substituted Quinolines

https://doi.org/10.14233/ajchem.2015.18323
G. Anukumari
Department of Chemistry, Osmania University, Hyderabad-500 007, India
M. Anand Rao
Department of Chemistry, Osmania University, Hyderabad-500 007, India
P.K. Dubey
Department of Chemistry, J.N.T. University, Kukatpally, Hyderabad-500 085, India

Corresponding Author(s) : G. Anukumari

anukumari.g@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 8 (2015): Vol 27 Issue 8

Abstract

p-Anisidine (1) on treatment with ethyl acetoacetate in refluxing ethanol for 4 h gave ethyl-3-[(4-methoxyphenyl)imino]butanoate (2) which on thermal cyclization in hot Dowtherm oil at 250 °C gave 4-hydroxy-6-methoxy-2-methylquinoline (3). The latter on heating with POCl3 gave 4-chloro-6-methoxy-2-methylquinoline (4) which on treatment with aromatic aldehydes (5a-e) gave the corresponding 4-chloro-6-methoxy-2-styrylquinolines (6a-e). 4-Hydroxy-6-methoxy-2-methylquinoline (3) on treatment with ethyl acetoacetate gave the coumarin substituted quinoline, i.e. 9-methoxy-4,5-dimethyl-2H-pyrano[3,2-C]quinolin-2-one (7). The products thus obtained have been characterized based on their spectral data and have been evaluated for their antibacterial activities.

Keywords

Styrylquinolines Aromatic aldehydes Coumarins
Anukumari, G., Anand Rao, M., & Dubey, P. (2015). Synthesis and Antibacterial Activities of Some Substituted Quinolines. Asian Journal of Chemistry, 27(8), 2947–2950. https://doi.org/10.14233/ajchem.2015.18323
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