ChemInform Abstract: Reaction of N‐Halogen Imides with Sulphur. Diimidosulphides.

Abstract

The N‐halogen imides (I) are converted on reaction with sulphur to the title compounds.

Applications of N-Chlorosuccinimide in Organic Synthesis

“…Subsequent heating of the resulting N-chlorothiosuccinimide in inert solvents was accompanied by loss of sulfur dichloride and formation of disuccinimidosulfide (Scheme 80). 142 Scheme 80…”

Properties and Synthetic Utility ofN-Substituted Benzotriazoles

“…Although N -chlorosuccinimide and N -chlorohydantoin react with sulfur to produce the corresponding N -(chlorothio)imides, N -(chlorothio)benzotriazole 216 could not be isolated by this procedure. It may be formed as an intermediate and react immediately with a second molecule of N -chlorobenzotriazole with chlorine elimination or decomposition under the reaction conditions to give 1,1‘-thiobisbenzotriazole 214 in 76% yield (Scheme ) …”

“…It may be formed as an intermediate and react immediately with a second molecule of N-chlorobenzotriazole with chlorine elimination or decomposition under the reaction conditions to give 1,1′-thiobisbenzotriazole 214 in 76% yield (Scheme 77). 166…”

N‐Trifluoromethylthiosaccharin: An Easily Accessible, Shelf‐Stable, Broadly Applicable Trifluoromethylthiolating Reagent

“…Alternatively, it could be prepared by a two-step procedure, as shown in Equation ( 1). Treatment of saccharin with tert-butyl hypochlorite in methanol at room temperature for 5 minutes generates N-chlorosaccharin, [10] which was then reacted with AgSCF 3 in CH 3 CN for 10 minutes to form 5 in 86 % yield, as determined by 19 F NMR spectroscopy. The reaction can be easily scaled up to 6.0 grams and 5 was isolated as a white solid in 84 % yield.…”