N-(6-chloro-5-iodohexyl)-p-toluenesulfonamide | 919284-63-2

• 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-(6-chloro-5-iodohexyl)-p-toluenesulfonamide
• 英文别名: N-(6-Chloro-5-iodohexyl)-4-methylbenzene-1-sulfonamide；N-(6-chloro-5-iodohexyl)-4-methylbenzenesulfonamide
• CAS: 919284-63-2
• 化学式: C₁₃H₁₉ClINO₂S
• 分子量: 415.723
• InChiKey: QESJSAHAHOYAJR-UHFFFAOYSA-N

物化性质

• 沸点：
  471.4±55.0 °C(Predicted)
• 密度：
  1.542±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(hex-5-en-1-yl)isoindoline-1,3-dione 在 碘 、 chloroamine-T 、 一水合肼 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 36.5h， 生成 N-(6-chloro-5-iodohexyl)-p-toluenesulfonamide
  参考文献：
  名称：

  Electrophilic cyclization of N-alkenylamides using a chloramine-T/I2 system

  摘要：

  A new protocol for the cyclization of N-alkenylamides using chloramine-T and iodine is described. When N-alkenylsulfonamides are treated with chloramine-T and iodine, three- to six-membered N-heterocycles are obtained with complete stereoselectivity. The method is compatible with the cyclization of the allylbenzamide or allylbenzthioamide to afford an oxazoline or thiazoline derivative, respectively. Mechanistic studies indicate that the chloramine-T/I-2 system functions as an effective iodonium species. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.003

文献信息

• Electrophilic cyclization of N-alkenylamides using a chloramine-T/I2 system
  作者：Yoshinobu Morino、Ikumasa Hidaka、Yoji Oderaotoshi、Mitsuo Komatsu、Satoshi Minakata

  DOI：10.1016/j.tet.2006.10.003

  日期：2006.12

  A new protocol for the cyclization of N-alkenylamides using chloramine-T and iodine is described. When N-alkenylsulfonamides are treated with chloramine-T and iodine, three- to six-membered N-heterocycles are obtained with complete stereoselectivity. The method is compatible with the cyclization of the allylbenzamide or allylbenzthioamide to afford an oxazoline or thiazoline derivative, respectively. Mechanistic studies indicate that the chloramine-T/I-2 system functions as an effective iodonium species. (c) 2006 Elsevier Ltd. All rights reserved.