An Adventitious Synthesis of 2,2′-Dipyrryl Disulfides

Abstract

Condensation of 1,2-diketones and a cyanothioacetamide gave hydroxy thiolactams which failed to give the expected 3-cyano methylene thiolactams on dehydration. Disulfides and a thiosulfonate were obtained from the dehydrations. A possible mechanism for their formation is proposed. The crystal structure of the disulfide 4,4′,5,5′-tetramethyl-1,1′-diphenyl-2,2′-disulfanediyldi-1H-pyrrole-3-carbonitrile (9) has been determined by X-ray diffraction.