7257-62-7

Upstream product

• 110-91-8 morpholine 
• 7669-54-7 2-nitrobenzenesulfenyl chloride 
• 18512-80-6 benzenethiosulfonic acid S-(2-nitro-phenyl ester) 
• 22024-99-3 2-nitrobenzenesulfenyl bromide 

Downstream Products

• 15666-75-8 2-nitro-benzenesulfenic acid methyl ester 
• 63116-26-7 n-butyl o-nitrophenyl disulfide 
• 28215-02-3 (2-nitro-phenyl)-phenyl disulfide 
• 58170-51-7 1-(4-morpholinyl)-4-penten-1-one 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 492-85-3 nicopholine 
• 99451-09-9 2-(o-nitrophenylthio)indan-1-ol 
• 24163-55-1 morpholine picrate 

Relevant academic research and scientific papers

Mechanism of Nucleophilic Substitution Reactions of o-Nitrobenzenesulfenamides: Evidence for a Substitution Proceeding through a Sulfuranide Intermediate

o-Nitrobenzenesulfenamides (1) undergo acid-catalyzed methanolysis (eq 2) in acetonitrile-methanol, affording methyl o-nitrobenzenesulfenate (2).They also undergo acid-catalyzed reaction with a thiol, giving an alkyl o-nitrophenyl disulfide (eq 3).In MeCN

SYNTHESIS AND REACTIONS OF TRANS-2-(2'-NITROPHENYLTHIO)-1-CHLOROINDANE

The title compound was prepared by addition of 2-nitrobenzenesulphenyl chloride to indene, and proton nmr was used to prove its trans-structure.The chloro-substituent could be replaced by ethanol under very mild conditions with retention of configuration owing to anchimeric assistance by the bridging S-atom.Analogous reactions were observed with water and other alcohols (MeOH, Me2CHOH, Me3COH, PhSH).Basic nucleophiles caused dehydro-chlorination to the corresponding indenes.Reduction of the nitro-group resulted in intramolecular cyclisation to give a dihydrobenzindenothiazine 9.Thermolysis of the 2-(2'-nitrophenylthio)-1-azidoindane occurred with ring expansion to give 3-(2'-nitrophenylthio)quinoline.Oxidation of the title compound with m-chloroperoxybenzoic acid produced the corresponding sulphone which smoothly underwent reductive cyclisation to a benzindenothiazinesulphone 20.