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A simple method for the synthesis of 6-thioxo-[1,3,5]-triazinane-2,4-dione derivatives was reported. The electrogenerated cyanomethyl base obtained from electroreduction of neat acetonitrile assisted the reaction between thiourea derivatives and alkyl or aryl isocyanate. This protocol had the advantage of giving good yields using mild conditions. The obtained products have been identified by spectroscopic data, mass spectrometry, and high-resolution mass spectra or elemental analysis. [ABSTRACT FROM AUTHOR]

3-Benzyl-5-imino-4-thioxo-2-imidazolidinones are obtained in good yields by using commercially available starting compounds when, under low temperature conditions, a solution of dry acetonitrile is electrolyzed at a graphite sheet as cathode to produce cyanomethyl anion as EGB, that is further reacted with benzylamines, CS 2 and isocyanates. The use of a magnesium rod, as sacrificial anode, is definitive to avoid 3-aminocrotonitrile anion formation. Mechanism proposal is given where cyanide is formed ‘in situ’ by decomposition of the first electrogenerated organomagnesium derivative. [ABSTRACT FROM AUTHOR]