Collect. Czech. Chem. Commun. 1986, 51, 419-428

Derivatives of 3,4-dihydro-3-thioxo-2-quinoxalinylacetic acid

Jaromír Toman and Jiří Klicnar

Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice


Ethyl 3,4-dihydro-4-methyl-3-thioxo-2-quinoxalinylacetate has been prepared by thionation of the 3-oxo derivative. The mechanism is discussed of the reaction of this ester with diethylamine giving the two non-isomerizing ketimine-enamine tautomers and 1,2-dihydro-1,3-dimethyl-2-thioxoquinoxaline. Structure has been studied of the reaction product of both this derivative and its 3-oxo analogue with sodium hydride in dimethyl sulphoxide.