N-[2-(4-chlorophenyl)-2-tosylethyl]-4-methylbenzenesulfonamide | 1421527-34-5

• 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-(4-chlorophenyl)-2-tosylethyl]-4-methylbenzenesulfonamide
• 英文别名: N-[2-(4-chlorophenyl)-2-(4-methylphenyl)sulfonylethyl]-4-methylbenzenesulfonamide
• CAS: 1421527-34-5
• 化学式: C₂₂H₂₂ClNO₄S₂
• 分子量: 464.006
• InChiKey: HOXZVKBCWOWWEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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 、 N-(p-toluenesulfonyl)-2-(4-chlorophenyl)aziridine 在 lithium bromide 作用下， 以 水 为溶剂， 反应 4.5h， 以77%的产率得到N-[2-(4-chlorophenyl)-2-tosylethyl]-4-methylbenzenesulfonamide
  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

• 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.