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

Molecules

Birute Sapijanskaite¹  Vytautas Mickevicius¹ 

[1] Department of Organic Chemistry, Kaunas University of Technology, Radvilenu pl. 19, LT-50254 Kaunas, Lithuania, Tel.: [phone], Fax: [phone], ^† E-mail:

关键词: Condensation;    intramolecular cyclization;    substituted pyrido[2;    3-c]carbazol-1-ones;    NMR spectra;    molecular modeling;   

DOI  :  10.3390/11010072

来源: mdpi

【 摘 要 】

The reactions in benzene of 9-alkyl-3-aminocarbazoles with ethyl-3-oxobutanoate yielded 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 products were cyclized to the corresponding 4,7-dihydro-pyrido[2,3-c]-carbazol-1-ones upon heating in mineral oil at 240-250 °C. The structures of the synthesized compounds were investigated by IR, mass spectrometry, ¹H- and ¹³C-NMR spectroscopy and MM2 molecular mechanics and AM1 semi-empirical quantum mechanical methods.

【 授权许可】

Unknown   
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