N-[2-phenyl-2-(trifluoromethanesulfonyl)aminoethyl]trifluoromethanesulfonamide | 1256619-64-3

• 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-[2-phenyl-2-(trifluoromethanesulfonyl)aminoethyl]trifluoromethanesulfonamide
• 英文别名: trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonyl)aminoethyl]-methanesulfonamide；trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonylamino)ethyl]methanesulfonamide；1,1,1-trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonylamino)ethyl]methanesulfonamide
• CAS: 1256619-64-3
• 化学式: C₁₀H₁₀F₆N₂O₄S₂
• 分子量: 400.323
• InChiKey: MQJZXTWDMHQCQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  苯乙烯 、 三氟甲磺酰胺 在 次氯酸叔丁酯 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以50%的产率得到N-[2-phenyl-2-(trifluoromethanesulfonyl)aminoethyl]trifluoromethanesulfonamide
  参考文献：
  名称：

  Formation of 2,6-diphenyl-1,4-bis(trifluoromethylsulfonyl)piperazine in the reaction of styrene with trifluoromethylsulfonylnitrene

  摘要：

  The reaction of styrene with trifluoromethylsulfonylnitrene generated in the system t-BuOCl-NaI led to the formation of trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonylamino)ethyl]methanesulfonamide CF(3)SO(2)NHCH(Ph)CH(2)NHSO(2)CF(3), 2-iodo-1-phenylethanol, and heterocyclization product, 2,6-diphenyl-1,4-(trifluoromethylsulfonyl)piperazine. The latter is regioisomeric to 2,5-diphenyl-1,4-(trifluoromethylsulfonyl)-piperazine obtained previously by analogous reaction in the system t-BuOCl-NaI center dot 2 H(2)O.

  DOI：

  10.1134/s1070428011040166

文献信息

• Reaction of N,N′-Methylenebis(trifluoromethanesulfonamide) with Styrene under Oxidative Conditions
  作者：M. Yu. Moskalik、V. V. Astakhova、A. S. Ganin、B. A. Shainyan

  DOI：10.1134/s1070428019050270

  日期：2019.5

  The reaction of N,N '-methylenebis(trifluoromethanesulfonamide) with styrene in the oxidative system t-BuOCl/NaI affords triflamide, 2-iodo-1-phenylethanol, N,N '-bis(trifluoromethanesulfonyl)urea, and the product of styrene bistriflamidation. The mechanism is proposed involving hydrolysis and oxidation of the starting N,N '-methylenebis(trifluoromethanesulfonamide).
• Formation of unexpected products in the attempted aziridination of styrene with trifluoromethanesulfonyl nitrene
  作者：Bagrat A. Shainyan、Mikhail Yu. Moskalik、Ines Starke、Uwe Schilde

  DOI：10.1016/j.tet.2010.08.070

  日期：2010.10

  The reaction of styrene with trifluoromethanesulfonyl nitrene generated from trifluoromethanesulfonamide in the system (t-BuOCl+NaI) results in the formation of trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonyl) aminoethyl]methanesulfonamide, 1-pheny1-2-iodo-ethanol, and 2,5-diphenyl-1,4-bis(trifluoromethyl sulfonyl)piperazine rather than the expected product of aziridination, 2-phenyl-1-(trifluoromethylsulfonyl) aziridine. The mechanism of the reaction is discussed. (C) 2010 Elsevier Ltd. All rights reserved.
• Formation of 2,6-diphenyl-1,4-bis(trifluoromethylsulfonyl)piperazine in the reaction of styrene with trifluoromethylsulfonylnitrene
  作者：M. Yu. Moskalik、B. A. Shainyan

  DOI：10.1134/s1070428011040166

  日期：2011.4

  The reaction of styrene with trifluoromethylsulfonylnitrene generated in the system t-BuOCl-NaI led to the formation of trifluoro-N-[2-phenyl-2-(trifluoromethylsulfonylamino)ethyl]methanesulfonamide CF(3)SO(2)NHCH(Ph)CH(2)NHSO(2)CF(3), 2-iodo-1-phenylethanol, and heterocyclization product, 2,6-diphenyl-1,4-(trifluoromethylsulfonyl)piperazine. The latter is regioisomeric to 2,5-diphenyl-1,4-(trifluoromethylsulfonyl)-piperazine obtained previously by analogous reaction in the system t-BuOCl-NaI center dot 2 H(2)O.