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

Birute Sapijanskaite 1 , Ytautas Mickevicius 1  and Gema Mikulskiene 2,* email
1 Department of Organic Chemistry, Kaunas University of Technology, Radvilenu pl. 19, LT-50254 Kaunas, Lithuania 2 Institute of Biochemistry, LT-08662 Vilnius, Mokslininku 12, Lithuania
* Author to whom correspondence should be addressed.
Received: 17 March 2005; in revised form: 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.

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MDPI and ACS Style

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.

AMA Style

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(1):72-80.

Chicago/Turabian Style

Sapijanskaite, Birute; Mickevicius, Ytautas; Mikulskiene, Gema. 2006. "Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained." Molecules 11, no. 1: 72-80.

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