Regioselective Reaction of 2-Hydroxyliminoimidazolidine-O-sulfonate with Benzyl Bromides

Triethylaminium 2-hydroxylaminoimidazolidine-O-sulfonate was alkylated at the exocyclic N2 nitrogen atom of the 2-iminoimidazolidine moiety to give 2-benzyl-2- hydro-xylamino-4,5-dihydroimidazolium-O-sulfonates. The structure of products was confirmed by X-ray crystallographic analysis. The obtained compounds upon treatment with carbon disulfide were further converted into bis(2-benzyl amino- 4,5-dihydroimidazol-1-yl)methanethiones.