1972 Volume 20 Issue 9 Pages 2024-2028
The reactions of diaryl disulfide with N-chlorosuccinimide, N-chloroacetamide and N-chlorosaccharine were attempted. When diaryl disulfide was allowed to react with N-chlorosuccinimide in the presence of pyridine, N-arylsulfensuccinimide was obtained in moderate yield. The reaction of di (p- and m-nitrophenyl) disulfide with N-chloroacetamide in the similar conditions was also successfully carried out to yield the corresponding N-sulfenacetamide, though dibenzyl disulfide reacted to give exclusively N-sulphidobisacetamide. In the reaction with N-chlorosaccharine, N-sulfensaccharine was successful to isolate only in the case of di (o-nitrophenyl). disulfide. Dibenzyl trisulfides also reacted with N-chlorosuccinimide under the similar conditions to give N-phenyl-methanesulfensuccinimides.