- REACTION OF DIARYL DISULFIDES WITH N-CHLOROAMIDES OF CARBOXYLIC ACIDS
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In the reaction of diaryl disulfides with N-chlorocarboxamides arenesulfenyl chlorides and N-acylarenesulfenamides are formed initially.The subsequent reaction path is determined by the reaction of the latter with the N-chlorocarboxamides, and N-acylarenesulfinimidoyl chlorides, N,N'-diacylaryldiazasulfonium chlorides, or N,N'-diacylarenesulfinamidines are formed, depending on the ratio of the reagents and on the reaction conditions.
- Levchenko, E. S.,Dubinina, T. N.,Budnik, L. V.
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p. 1875 - 1880
(2007/10/02)
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- 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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- CHEMISTRY OF IMINOSULFINIC ACIDS. REACTION OF N-ACYLIMINOSULFINYL CHLORIDES WITH THIOPHENOLS
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Arene(N-benzoyl)- and arene(N-phenylsulfonyl)iminosulfinyl chlorides on reaction with thiophenols are reduced to N-(benzoyl) or N-(phenylsulfonyl)arenesulfenamides.When N-benzoyliminosulfinyl chlorides are reacted with thiophenols in the presence of triethylamine, a mixture of diaryl sulfides, NN-di(arylthio)benzamide, and N-arylthio-NN'-dibenzoylarenesulfinamidines is obtained.On heating, the latter reversibly dissociate to stable N-arylthio-N-benzoylaminyl radicals.
- Levchenko, E. S.,Pel'kis, N. P.,Kalinin, V. N.,Duzhak, A. A.
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p. 1028 - 1033
(2007/10/02)
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