Add time:08/02/2019 Source:sciencedirect.com
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, CS2 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.
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