1-heptyl-3-hydroxy-3-thienyl-2-indolinone | 152427-82-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-heptyl-3-hydroxy-3-thienyl-2-indolinone
• 英文别名: 1-heptyl-3-hydroxy-3-thiophen-2-ylindol-2-one
• CAS: 152427-82-2
• 化学式: C₁₉H₂₃NO₂S
• 分子量: 329.463
• InChiKey: RAKZSIWJCYKCQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-heptyl-3-hydroxy-3-thienyl-2-indolinone 在 硫酸 作用下， 以 苯 为溶剂， 以7%的产率得到
  参考文献：
  名称：

  The indophenine reaction revisited. Properties of a soluble dialkyl derivative

  摘要：

  The classical indophenine reaction of thiophene with isatin and sulfuric acid has been reinvestigated using N-heptylisatin, which affords soluble reaction products amenable to chromatographic purification. An NMR analysis of the resulting indophenine blue (8) has shown it to be a mixture of all six possible geometric isomers (8a-f) of the previously assumed gross structure. The intermediacy of alcohol 11 in the formation of 8 is strongly supported. In addition, an indophenine analog (9a) derived from only one thiophene unit is reported for the first time.

  DOI：

  10.1021/ja00077a057
• 作为产物：
  描述：

  1-碘庚烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 正丁基锂 、 sodium hydride 作用下， 反应 51.5h， 生成 1-heptyl-3-hydroxy-3-thienyl-2-indolinone
  参考文献：
  名称：

  The indophenine reaction revisited. Properties of a soluble dialkyl derivative

  摘要：

  The classical indophenine reaction of thiophene with isatin and sulfuric acid has been reinvestigated using N-heptylisatin, which affords soluble reaction products amenable to chromatographic purification. An NMR analysis of the resulting indophenine blue (8) has shown it to be a mixture of all six possible geometric isomers (8a-f) of the previously assumed gross structure. The intermediacy of alcohol 11 in the formation of 8 is strongly supported. In addition, an indophenine analog (9a) derived from only one thiophene unit is reported for the first time.

  DOI：

  10.1021/ja00077a057