N-[chloro-(4-chlorophenyl)-oxo-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide | 143921-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[chloro-(4-chlorophenyl)-oxo-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
• 英文别名: N-[chloro-(4-chlorophenyl)-oxo-λ6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
• CAS: 143921-28-2
• 化学式: C₇H₄Cl₂F₃NO₃S₂
• 分子量: 342.147
• InChiKey: IBSDLAOHXGKISQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-[chloro-(4-chlorophenyl)-oxo-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide 在 silver fluoride 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以98%的产率得到4-chloro-N-(trifluoromethysulfonyl)benzenesulfonimidoyl fluoride
  参考文献：
  名称：

  N-(Trifluoromethylsulfonyl)arenesulfonimidoyl andN,N′-Bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl Chlorides

  摘要：

  通过 N,N-二氯三氟甲磺酰胺氧化亚氨基化炔磺酰氯 1a-e 和二芳基二硫化物 4a-e 的方法，分别得到了 N-(三氟甲基磺酰基)炔磺酰亚胺氯化物 3a-e 和 N,N′-双(三氟甲基磺酰基)炔磺二亚胺氯化物 6a-e。 此外，还确定了具有高电子接受能力的新取代基的电子性质。

  DOI：

  10.1055/s-1992-26215
• 作为产物：
  描述：

  在 氯 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到N-[chloro-(4-chlorophenyl)-oxo-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
  参考文献：
  名称：

  The unusual reactivity of the mono- and bis- N-(trifluoromethylsulfonyl)-substituted azaanalogs of arenesulfonochlorides

  摘要：

  The reactions of N-(trifluoromethylsulfonyl)arenesulfonimidoyl- and N, N'- bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides of general formulas Ar-S(0)(=NSO2CF3)Cl (1) and Ar-S(=NSO2CF3)(2)Cl (2) with ammonia have been investigated and found to yield the ammonium salts of [N-(trifluoromethylsulfonyl)arenesulfinylimino]-N' (trifluoromethylsulfonyl)amides. The high oxidative ability of the chlorides (1,2) have been shown. Thus, chlorides (2) react with benzene or trifluoromethylbenzene, to form the chlorobenzene or 3-chloro- trifluoromethylbenzene. The fluorides of the general formulas Ar-S(0)(=NSO2CF3)F and Ar-S(=NSO2CF3)(2)F have been prepared. Their interaction with ammonia leads to the usual formation of corresponding amides. The electron nature of new electron withdrawing substituents have been investigated.

  DOI：

  10.1016/s0040-4020(01)81341-7

文献信息

• <i>N</i>-(Trifluoromethylsulfonyl)arenesulfonimidoyl and<i>N</i>,<i>N</i>′-Bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl Chlorides
  作者：L. M. Yagupolskii、R. Yu. Garlyauskajte、N. V. Kondratenko

  DOI：10.1055/s-1992-26215

  日期：——

  N-(Trifluoromethylsulfonyl)arenesulfonimidoyl chlorides 3a-e and N,N′-bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides 6a-e are obtained by N,N-dichlorotrifluoromethanesulfonamide oxidative imination of arene sulfonyl chlorides 1a-e and diaryl disulfides 4a-e, respectively. The electron nature of the new substituents possessing high electron-accepting ability is also determined.

  通过 N,N-二氯三氟甲磺酰胺氧化亚氨基化炔磺酰氯 1a-e 和二芳基二硫化物 4a-e 的方法，分别得到了 N-(三氟甲基磺酰基)炔磺酰亚胺氯化物 3a-e 和 N,N′-双(三氟甲基磺酰基)炔磺二亚胺氯化物 6a-e。 此外，还确定了具有高电子接受能力的新取代基的电子性质。
• Garlyauskajte Romute Yu., Sereda Sergej V., Yagupolskii Lev M., Tetrahedron, 50 (1994) N 23, S 6891-6906
  作者：Garlyauskajte Romute Yu., Sereda Sergej V., Yagupolskii Lev M.

  DOI：——

  日期：——
• The unusual reactivity of the mono- and bis- N-(trifluoromethylsulfonyl)-substituted azaanalogs of arenesulfonochlorides
  作者：Romute Yu. Garlyauskajte、Sergej V. Sereda、Lev M. Yagupolskii

  DOI：10.1016/s0040-4020(01)81341-7

  日期：1994.1

  The reactions of N-(trifluoromethylsulfonyl)arenesulfonimidoyl- and N, N'- bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides of general formulas Ar-S(0)(=NSO2CF3)Cl (1) and Ar-S(=NSO2CF3)(2)Cl (2) with ammonia have been investigated and found to yield the ammonium salts of [N-(trifluoromethylsulfonyl)arenesulfinylimino]-N' (trifluoromethylsulfonyl)amides. The high oxidative ability of the chlorides (1,2) have been shown. Thus, chlorides (2) react with benzene or trifluoromethylbenzene, to form the chlorobenzene or 3-chloro- trifluoromethylbenzene. The fluorides of the general formulas Ar-S(0)(=NSO2CF3)F and Ar-S(=NSO2CF3)(2)F have been prepared. Their interaction with ammonia leads to the usual formation of corresponding amides. The electron nature of new electron withdrawing substituents have been investigated.
• Yagupol'skii, L. M.; Kondratenko, N. V.; Iksanova, S. V., Russian Journal of Organic Chemistry, 1995, vol. 31, # 5, p. 691 - 695
  作者：Yagupol'skii, L. M.、Kondratenko, N. V.、Iksanova, S. V.

  DOI：——

  日期：——