N,N-di-n-propyl-p-chlorobenzenesulfinyl acetamide | 152171-30-7

• 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,N-di-n-propyl-p-chlorobenzenesulfinyl acetamide
• 英文别名: 2-(4-chlorophenyl)sulfinyl-N,N-dipropylacetamide
• CAS: 152171-30-7
• 化学式: C₁₄H₂₀ClNO₂S
• 分子量: 301.837
• InChiKey: LJZHYHMCOXKGHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-di-n-propyl-p-chlorobenzenesulfinyl acetamide 在 镍 四氯化锡 、 三氟乙酸酐 作用下， 以 乙醇 为溶剂， 反应 1.83h， 生成 N,N-di-n-propyl-(1-benzenesulfonyl-7-methoxy-5-indolinyl)-acetamide
  参考文献：
  名称：

  A Direct and Versatile Synthesis of 5-(2-Di-n-Propylaminoethyl)-7-methoxyindole

  摘要：

  The Pummerer intermediate generated from 10 with TFAA was trapped intermolecularly in the presence of Lewis acid by the indoline 2 at position 5. Sequential treatment of the resulted compound 3 with Ra-Ni, LiAlH4 and active MnO2 gave compound 6 in high overall yield.

  DOI：

  10.1080/00397919308013780
• 作为产物：
  描述：

  2-氯-N,N-二丙基乙酰胺 在 溴 、 sodium 、 potassium hydrogencarbonate 作用下， 反应 1.0h， 生成 N,N-di-n-propyl-p-chlorobenzenesulfinyl acetamide
  参考文献：
  名称：

  A Direct and Versatile Synthesis of 5-(2-Di-n-Propylaminoethyl)-7-methoxyindole

  摘要：

  The Pummerer intermediate generated from 10 with TFAA was trapped intermolecularly in the presence of Lewis acid by the indoline 2 at position 5. Sequential treatment of the resulted compound 3 with Ra-Ni, LiAlH4 and active MnO2 gave compound 6 in high overall yield.

  DOI：

  10.1080/00397919308013780

文献信息

• The Unility of the Pummerer Rearrangement Intermediates in the Presence of Lewis Acids—A Short and Practical Synthesis of 4-(2-Di-n-Propylaminoethyl)-7-methoxyindole
  作者：Christos G. Gourdoupis、Ioannis K. Stamos

  DOI：10.1080/00397919408011709

  日期：1994.4

  Abstract The interesting compound 5 was prepared by treatment of 3 with Ra-Ni and LiAlH4. In turn, 3, was obtained in high yield utilizing the trapping of a Pummerer intermediate, under mild Lewis acid conditions.

  摘要 通过用Ra-Ni 和LiAlH4 处理3 制备了有趣的化合物5。反过来，在温和的路易斯酸条件下，利用普默勒中间体的捕集，以高产率获得了 3。
• A Convenient and Efficient Process to 5-(2-Di-n-Propylaminoethyl)-6-hydroxyindole
  作者：Christos G. Gourdoupis、Heleni K. Kotzamani、Ionnis K. Stamos

  DOI：10.1080/00397919408011708

  日期：1994.4

  An intermolecular trapping of the Pummerer intermediate, generated from 9 with TFAA, by 4 at position 5 under mild Lewis acid conditions gave 5. Sequential treatment of S with Ra-Ni, LiAlH4 and again Ra-Ni, afforded 8 in high overall yield.
• A Direct and Versatile Synthesis of 5-(2-Di-n-Propylaminoethyl)-7-methoxyindole
  作者：Christos G. Gourdoupis、Ioannis K. Stamos

  DOI：10.1080/00397919308013780

  日期：1993.8

  The Pummerer intermediate generated from 10 with TFAA was trapped intermolecularly in the presence of Lewis acid by the indoline 2 at position 5. Sequential treatment of the resulted compound 3 with Ra-Ni, LiAlH4 and active MnO2 gave compound 6 in high overall yield.