54564-73-7Relevant academic research and scientific papers
IMINATION OF SULFUR-CONTAINIG COMPOUNDS. XXVI. IMINATION OF N-SUBSTITUTED TRICHLOROMETHANESULFENAMIDES BY N-CHLOROCARBOXAMIDE
Koval', I. V.,Tarasenko, A. I.,Panchenko, I. S.,Molchanova, N. R.
, p. 1538 - 1541 (2007/10/02)
The decrease in the electron density at the sulfur atom in N-acyl- and N-(arylsulfonyl)trichloromethanesulfenamides under the influence of electron-withdrawing trichloromethyl, acyl, and arylsulfonyl groups is compensated in the N-anion as a result of a displacement of the electronic charge from the nitrogen atom.This promotes the imination of the compounds by N-chlorocarboxamides.
IMINATION OF SULFUR-CONTAINING COMPOUNDS. XXIII. EFFECT OF THE ACIDIC CHARACTERISTICS OF N-SUBSTITUTED SULFENAMIDES ON THEIR ABILITY TO BE IMINATED BY THE SODIOCHLOROAMIDES OF SULFONIC ACIDS
Koval', I. V.,Oleinik, T. G.,Tarasenko, A. I.,Kremlev, M. M.
, p. 2358 - 2365 (2007/10/02)
The ability of N-substituted sulfenamides to be iminated by the sodiochloroamides of sulfonic acids is due primarily to their acidity and to the type of solvent employed.N-Substituted sulfonamides with pKa > 11.0 are imidated by the sodiochloroamides of sulfonic acids in acetone.The imination of N-substituted sulfenamides with pKa 8-11 must be carried out in strongly basic solvents with high dielectric constants (an aqueous alkaline medium, pyridine, etc.); sulfenamides with pKa 8 are iminated by the sodiochloroamides of sulfonic acids in the form of the sulfenamide anion.
