Abstract The reaction of 2-chloro-4, 5-dihydroimidazole (1) with aliphatic hydroxylamines 2− 4 gives O-amidinylhydroxylamines 5− 7 in contrast to the analogous reaction of 1 with N- arylhydroxylamines in which N-substitution occurs. A number of thiocarbamoylsulfenamides 8− 10 have been prepared by the reaction of 5− 7 with carbon disulfide under basic and mild conditions. The key step in the 1, 5-O [RIGHTWARDS ARROW] S amine migration ...
