4-methyl-3-((di-(18)-O)-nitro)benzonitrile | 1409958-05-9

• 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-3-((di-(18)-O)-nitro)benzonitrile
• CAS: 1409958-05-9
• 化学式: C₈H₆N₂O₂
• 分子量: 166.149
• InChiKey: KOFBNBCOGKLUOM-BMQNMLBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.93
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-methyl-3-((di-(18)-O)-nitro)benzonitrile 、 对氟苯甲醛 以 环丁砜 为溶剂， 反应 16.5h， 生成 2-(4-fluorophenyl)-1H-indole-6-carbonitrile 、 1-(18)-O-ethoxy-(4-fluorophenyl)-1H-indole-6-carbonitrile
  参考文献：
  名称：

  Studies on the mechanism of the Cadogan–Sundberg indole synthesis

  摘要：

  The Cadogan-Sundberg indole synthesis produces two major products from the treatment of 2-nitrostilbenes with triethyl phosphite, which are the 2-arylindoles and the corresponding 2-aryl-N-ethoxyindoles. We were interested in determining the origin of the oxygen atom in the 2-aryl-N-ethoxyindoles. In this study, we verify that this oxygen atom originates from the nitro group and not from the triethyl phosphite. (c) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.06.146
• 作为产物：
  描述：

  对甲苯腈 在 甲烷磺酸 、 potassium nitrate-18O3 作用下， 反应 0.25h， 以78%的产率得到4-methyl-3-((di-(18)-O)-nitro)benzonitrile
  参考文献：
  名称：

  Studies on the mechanism of the Cadogan–Sundberg indole synthesis

  摘要：

  The Cadogan-Sundberg indole synthesis produces two major products from the treatment of 2-nitrostilbenes with triethyl phosphite, which are the 2-arylindoles and the corresponding 2-aryl-N-ethoxyindoles. We were interested in determining the origin of the oxygen atom in the 2-aryl-N-ethoxyindoles. In this study, we verify that this oxygen atom originates from the nitro group and not from the triethyl phosphite. (c) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.06.146