NN-Disubstituted thioamide salts (1) with aqueous potassium cyanide readily give quaternary cyanides (3) which sometimes react further, yielding cyano-amides (4)via aminomalononitriles, e.g.(6). 2-Methylthio-2-morpholino-2-phenylacetonitrile (3a) on heating with morpholine or primary amines undergoes disproportionation, probably by a free radical mechanism.
S. A. Okecha and F. Stansfield, J. Chem. Soc., Perkin Trans. 1, 1977, 1811 DOI: 10.1039/P19770001811
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