- OXIDATION IMINATION OF SULFENYL CHLORIDES BY N-CHLOROCARBOXAMIDES. N-ACYLSULFINIMIDOYL CHLORIDES
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The reaction of arenesulfenyl chlorides ArSCl with N-chlorocarboxyamides in a ratio of 1:1 leads to the formation of N-acylsulfinimidoyl chlorides ArS(=NCOR)Cl.The reaction of arenesulfenyl chlorides and N-chlorobenzamide in ratio of 1:1 leads to aryldibenzamidosulfonium chlorides ArS(NHCOC6H5)2, which are hydrolyzed with the formation of N,N'-benzoylarenesulfinamidines ArS(=NCOC6H5)NHCOC6H5 and are cleaved into acid chlorides and benzamide when heated.
- Dubinina, T. N.,Levchenko, E. S.,Zabolotnaya, T. G.
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p. 143 - 148
(2007/10/02)
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- IMINATION OF SULFUR-CONTAINING COMPOUNDS. XII. ARYLSULFONYLIMINATION OF N-ACYLARENESULFENAMIDES
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Arylsulfonylimination at the sulfur of N-acylarenesulfenamides was realized for the first time with the sodiochloroamides of sulfonic acids, where the acyl represents aroyl and alkanoyl groups.The imination of N-acyl-p-nitrobenzenesulfenamides occurs in an aqueous alkaline medium, and this is evidently due to an increase in the nucleophilicity of the sulfur in the corresponding anion on account of the displacement of electronic charge toward it from the nitrogen atom.During the imination of N-acyl-p- and N-acyl-o-nitrobenzenesulfenamides in pyridine cleavage of the sulfur-nitrogen bond occurs, and the NO2C6H4S residue is iminated to form N,N'-bis(arylsulfonyl)-p- and N,N'-bis(arylsulfonyl)-o-nitrobenzenesulfinamidines.
- Koval', I. V.,Oleinik, T. G.,Kremlev, M. M.
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p. 553 - 555
(2007/10/02)
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