A convenient synthesis of new biological active 5-imino-4-thioxo-2-imidazolidinones involving acetonitrile electrogenerated base

Autor: Beya Haouas, Najwa Sbei, Mohamed Lamine Benkhoud, Fructuoso Barba, Belen Batanero, L. Fuentes
Rok vydání: 2015
Předmět:
Zdroj: Tetrahedron. 71:7654-7657
ISSN: 0040-4020
DOI: 10.1016/j.tet.2015.07.066
Popis: 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.
Databáze: OpenAIRE