85193-49-3Relevant academic research and scientific papers
Studies on Sulfenamides. VII. Anodic Oxidation of 3'- and 2'-Substituted 2-Nitrobenzenesulfenanilides
Sayo, Hiroteru,Mori, Koichi,Michida, Takashi
, p. 3782 - 3785 (2007/10/02)
Controlled potential electrolysis of 2'-(p-chlorophenyl)amino-4'-chloro-2-nitrobenzenesulfenanilide (4c) gave 2,7-dichlorophenazine in good yield.This result suggested that in the electrolysis of 4'-substituted 2-nitrobenzenesulfenanilides the ring closure to form the 2,7-disubstituted phenazines takes place through the binding of the nitrenium ion (B) to the 2'-position of the sulfenanilides.As for the 3'- and 2'-substituted 2-nitrobenzenesulfenanilides, most of the nitrenium ions bind to the 4'-position and are oxidized further to the p-quinonediimine derivatives, and most of these are oxidized further to unidentified resinous compounds.Keywords: anodic oxidation; 2-nitrobenzenesulfenanilides; 2,7-disubstituted phenazines; oxidation of sulfenamides; nitrenium ion; benzoquinonediimines
