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Synthesis and Some Reactions of 3-Chloro-2-(cyanomethylene)-1,2-dihydroquinoxalines

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Author(s): Craig A. Obafemi | Wolfgang Pfleiderer

Journal: Molecules
ISSN 1420-3049

Volume: 9;
Issue: 4;
Start page: 223;
Date: 2004;
Original page

Keywords: 2 | 3-Dichloroquinoxaline | ethoxycarbonylcyanomethylene- and dicyano- methylene-3-chloro-1 | 2-dihydroquinoxalines | betaine structures | spectroscopic data

ABSTRACT
2,3-Dichloroquinoxaline and some of its derivatives have been reacted with malononitrile and ethyl cyanoacetate to yield a variety of 3-chloro-2-(cyanomethylene)- 1,2-dihydroquinoxaline derivatives. The reaction of 3-chloro-2-(dicyanomethylene)-1,2- dihydroquinoxaline (2e) with pyridine and its methyl derivatives led to the zwitterionic structures 6a-6c. The structures of the newly synthesized compounds were assigned by spectroscopic data and elemental analyses.