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HETEROCYCLES Special Issue Vol. 105 in honor of Professor Somsak Ruchirawat on 80th Birthday
HETEROCYCLES Special Issue Vol. 105 in honor of Professor Somsak Ruchirawat on 80th Birthday
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Report | Regular issue | Vol 23, No. 1, 1985, pp.153-157
Published online, 1st January, 1970■ 2,6-Dimethyl-3-cyano-4-thioxothiopyran and Related Molecules from Enaminonitriles and Hydrogen Sulfide by Phase Transfer Catalysis
Published online, 1st January, 1970
DOI: 10.3987/R-1985-01-0153
■ 2,6-Dimethyl-3-cyano-4-thioxothiopyran and Related Molecules from Enaminonitriles and Hydrogen Sulfide by Phase Transfer Catalysis
Jean-Pierre Roggero,* Serge Coen, Bernard Ragonnet, and Catherine Viellescazes
*Faculté des Sciences, Laboratorie de Chimie Organique, 33, rue Louis Pasteur, 84000 Avignon, France
Abstract
3-Aminocrotonitrile reacts with H2S in the presence of a phase transfer catalyst to yield 2,6-dimethyl-3-cyano-4-thioxothiopyran (liquid-solid catalysis) or the 4-oxo homolog (liquid-liquid catalysis). In the absence of hydrogen sulfide, 2,6-dimethyl-3-cyano-4-pyrone is obtained. The reaction mechanism is discussed.
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