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

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

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-dihyd...

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Main Authors: Gema Mikulskiene, ytautas Mickevicius, Birute Sapijanskaite
Format: Article
Language:English
Published: MDPI AG 2006-01-01
Series:Molecules
Subjects:
Condensation
intramolecular cyclization
substituted pyrido[2
3-c]carbazol-1- ones
NMR spectra
molecular modeling.
Online Access:http://www.mdpi.com/1420-3049/11/1/72/
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spelling doaj-de1439c5a43b473ca590aa872f457d902020-11-24T23:17:47ZengMDPI AGMolecules1420-30492006-01-01111728010.3390/11010072Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products ObtainedGema Mikulskieneytautas MickeviciusBirute SapijanskaiteThe 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.http://www.mdpi.com/1420-3049/11/1/72/Condensationintramolecular cyclizationsubstituted pyrido[23-c]carbazol-1- onesNMR spectramolecular modeling.
collection DOAJ
language English
format Article
sources DOAJ
author Gema Mikulskiene
ytautas Mickevicius
Birute Sapijanskaite
spellingShingle Gema Mikulskiene
ytautas Mickevicius
Birute Sapijanskaite
Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
Molecules
Condensation
intramolecular cyclization
substituted pyrido[2
3-c]carbazol-1- ones
NMR spectra
molecular modeling.
author_facet Gema Mikulskiene
ytautas Mickevicius
Birute Sapijanskaite
author_sort Gema Mikulskiene
title Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
title_short Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
title_full Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
title_fullStr Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
title_full_unstemmed Reactions of 9-Alkyl-3-aminocarbazoles with Ethyl-3-oxo-butanoate and Identification of the Products Obtained
title_sort reactions of 9-alkyl-3-aminocarbazoles with ethyl-3-oxo-butanoate and identification of the products obtained
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2006-01-01
description 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.
topic Condensation
intramolecular cyclization
substituted pyrido[2
3-c]carbazol-1- ones
NMR spectra
molecular modeling.
url http://www.mdpi.com/1420-3049/11/1/72/
work_keys_str_mv AT gemamikulskiene reactionsof9alkyl3aminocarbazoleswithethyl3oxobutanoateandidentificationoftheproductsobtained
AT ytautasmickevicius reactionsof9alkyl3aminocarbazoleswithethyl3oxobutanoateandidentificationoftheproductsobtained
AT birutesapijanskaite reactionsof9alkyl3aminocarbazoleswithethyl3oxobutanoateandidentificationoftheproductsobtained
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