Synthesis of 4-benzoyl-1,2,6-trialkyl-1,2,4,6-tetrazepane-5-thiones by the interaction of 1,2-dialkyldiaziridines with benzoyl isothiocyanate in ionic liquids

An interaction of 1,2-dialkyldiaziridines with benzoyl isothiocyanate in the room temperature ionic liquids [emim] [BF₄] and [emim] [PF₆] unexpectedly resulted in previously unknown 4-benzoyl-1,2,6-trialkyl-1,2,4,6-tetrazepane-5-thiones; the reaction was carried out by the cleavage of the C–N and of the N–N bonds of the diaziridine ring.