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Molecules 2006, 11(1), 72-80; doi:10.3390/11010072
Article

Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained

1, 1 and 2,*
Received: 17 March 2005 / Revised: 19 October 2005 / Accepted: 20 October 2005 / Published: 31 January 2006
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Abstract

The reactions in benzene of 9-alkyl-3-aminocarbazoles with ethyl-3-oxobutanoateyielded ethyl-3-[(9-alkyl-9H-carbazol-3-yl)amino]but-2-enoate condensation products or N-(9-ethyl-9H-carbazol-3-yl)-3-oxobutanamide acylation products. The condensation productswere cyclized to the corresponding 4,7-dihydro-pyrido[2,3-c]-carbazol-1-ones upon heatingin mineral oil at 240-250 °C. The structures of the synthesized compounds were investigatedby IR, mass spectrometry, 1H- and 13C-NMR spectroscopy and MM2 molecular mechanicsand AM1 semi-empirical quantum mechanical methods.
Keywords: Condensation; intramolecular cyclization; substituted pyrido[2; 3-c]carbazol-1- ones; NMR spectra; molecular modeling. Condensation; intramolecular cyclization; substituted pyrido[2; 3-c]carbazol-1- ones; NMR spectra; molecular modeling.
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.

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Sapijanskaite, B.; Mickevicius, Y.; Mikulskiene, G. Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained. Molecules 2006, 11, 72-80.

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