14933-95-0

Upstream product

• 106-47-8 4-chloro-aniline 
• 931-59-9 benzenesulfenyl chloride 
• 103375-31-1 C₁₅H₁₆ClNS 
• 108-98-5 thiophenol 

Downstream Products

• 91525-63-2 threo-2-(phenylthio)-3-(4-chlorophenylamino)butane 
• 106-47-8 4-chloro-aniline 
• 882-33-7 diphenyldisulfane 
• 91525-63-2 erythro-2-(phenylthio)-3-(4-chlorophenylamino)butane 
• 3372-79-0 2,7-dichloro-phenazine 
• 91525-57-4 trans-1-(phenylthio)-2-(4-chlorophenylamino)cyclohexane 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 88047-07-8 N-(4-chlorophenyl)-N-(phenylthio)benzenesulfenamide 
• 88047-08-9 N-(p-chlorophenyl)-N'-phenylthio-p-benzoquinone di-imine 
• 5042-53-5 1-(phenylsulfanyl)acetone 
• 124251-53-2 N-(4-chlorophenyl)-N'-<3-(phenylthio)but-2-en-2-yl>acetamidine 
• 124251-54-3 N-(4-chlorophenyl)-N'-<2-(phenylthio)hex-2-en-3-yl>acetamidine 
• 124251-55-4 N-(4-chlorophenyl)-N'-<3-(phenylthio)hex-2-en-2-yl>acetamidine 
• 14934-02-2 N-(4-Chlorophenyl)benzenesulfinamide 

Relevant academic research and scientific papers

LDA-promoted decomposition of benzenesulfenamides. A route to aminyl radicals by dioxygen oxidation of lithium amides

The LDA-promoted decomposition of N-monosubstituted sulfenamides 1a-d occurs through the formation of thioaminyl anions, which undergo oxidation either at sulfur, with formation of sulfonamides, or at nitrogen, with formation of thioaminyl radicals, depending on the nature of the 4'-substituent. The reaction of N,N-disubstituted sulfenamides 1e-h proceeds through the intermediacy of a lithium complex capable of generating aminyl radicals via sulfenyl group transfer to the di-iso-propylamido anion and subsequent aerial oxidation of the resulting lithium amides 3e-h.

SULFENAMIDES AND SULFINAMIDES VIII. THE CHROMATOGRAPHY OF ARYL SULFENAMIDES

Substituent effects with respect to position and extent of substitution in a series of N-aryl benzenesulfenamides (ArSNHAr') have been examined over several chromatographic systems.In normal phase TLC, although methyl substitution in either ring leads to

Alkyl- and Arylsulfenanilides by Cycloelimination of Propene from N-Aryl-S-isopropyl-sulfimides

A series of N-aryl-S-isopropyl-S-alkyl- or aryl-sulfimides has been prepared and transformed into alkyl- or arylsulfenanilides, respectively, by thermal cycloelimination of propene. - Keywords: Sulfimides; Sulfenanilides; Thermolysis; Cycloelimination.

Benzenesulphenanilidyl Radicals. Part 2. Substituent and Solvent Effects on the Reactivity of 4'-Substituted Benzenesulphenanilidyl Radicals Produced by Oxidation with Lead Dioxide of the Corresponding Benzenesulphenanilides

Oxidation of benzenesulphenanilide (1d) with lead dioxide in benzene affords the p-benzoquinone diimine (5d) together with minor amounts of N,N-bis(phenylthio)aniline (4d) and diphenyl disulphide (7a).The formation of the products is explained in terms of p-C-N coupling of the benzenesulphenanilidyl radicals (2d) and subsequent fragmentation of the resulting dimer.A similar trend is observed in the oxidation of 4'-chloro- and 4'-bromo-benzenesulphenanilides (1e) and (1f), whereas 4'-nitrobenzenesulphenanilide (1g) leads to the o-phenylenediamine (12g), arising from o-C-N coupling of the sulphenanilidyl radical (2g).The oxidation of the sulphenanilides (1e) and (1f) in acetonitrile produces the phenazines (3e) and (3f) and the disulphide (7a), whereas the anilide (1g) and 4'-cyanobenzenesulphenanilide (1h) give azobenzenes (11g) and (11h) and the disulphide (7a); these results are discussed in terms of a possible mechanism involving oxidation of the N-N dimers (14e-h) which are in rapid equilibrium with the corresponding sulphenanilidyl radicals (2e-h).Evidence is also presented that the oxidation of 2-nitrobenzenesulphenanilides leads to products ascribable to intermediate 2-nitrobenzenesulphenanilidyl radicals, in contrast with a previous claim.