4-methyl-N-(1-tosyloctan-2-yl)benzenesulfonamide | 1039643-99-6

• 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: 4-methyl-N-(1-tosyloctan-2-yl)benzenesulfonamide
• 英文别名: 4-methyl-N-[1-(4-methylphenyl)sulfonyloctan-2-yl]benzenesulfonamide
• CAS: 1039643-99-6
• 化学式: C₂₂H₃₁NO₄S₂
• 分子量: 437.624
• InChiKey: WKYYXLCXQULMLY-UHFFFAOYSA-N

物化性质

• 沸点：
  604.3±65.0 °C(predicted)
• 密度：
  1.168±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  97.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  sodium p-methylbenzoate 、 吖丙啶,2-己基-1-[(4-甲基苯基)磺酰]- 在 lithium bromide 作用下， 以 水 为溶剂， 反应 5.0h， 以71%的产率得到4-methyl-N-(1-tosyloctan-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Highly regioselective ring-opening of aziridines with arenesulfinates on water: a facile access to β-amino/vinyl sulfones

  摘要：

  We have developed a LiBr catalyzed efficient synthesis of beta-amino sulfones from readily available aziridines and sodium sulfinates in good to excellent yields. The synthetic potential of beta-amino sulfones has also been demonstrated by their facile conversion to the corresponding vinyl sulfones. The use of water as reaction media, atom-economy and isolation of products by simple filtration in the case of solid beta-amino sulfones are certain green virtues of the synthetic protocol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.028

文献信息

• Unexpected Transfer of Tosyl Group of ArCH═NTs-Catalyzed by <i>N</i>-Heterocyclic Carbene
  作者：Dong-Dong Chen、Xue-Long Hou、Li-Xin Dai

  DOI：10.1021/jo800569g

  日期：2008.7.1

  Reactions of N-tosylimines with aziridines and electron-deficient unsaturated compounds in the presence of catalytic amount of NHC afforded unexpected tosyl group transfer products in good to high yields, which represent a new reaction pattern for imines as well as for catalysis of NHC.
• Highly regioselective ring-opening of aziridines with arenesulfinates on water: a facile access to β-amino/vinyl sulfones
  作者：Ruchi Chawla、Atul K. Singh、Lal Dhar S. Yadav

  DOI：10.1016/j.tet.2012.12.028

  日期：2013.2

  We have developed a LiBr catalyzed efficient synthesis of beta-amino sulfones from readily available aziridines and sodium sulfinates in good to excellent yields. The synthetic potential of beta-amino sulfones has also been demonstrated by their facile conversion to the corresponding vinyl sulfones. The use of water as reaction media, atom-economy and isolation of products by simple filtration in the case of solid beta-amino sulfones are certain green virtues of the synthetic protocol. (C) 2012 Elsevier Ltd. All rights reserved.