1-Heptyl-3-[5-(1-heptyl-3-hydroxy-2-oxo-indolin-3-yl)-2-thienyl]-3-hydroxy-indolin-2-one | 152427-90-2

• 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-[5-(1-heptyl-3-hydroxy-2-oxo-indolin-3-yl)-2-thienyl]-3-hydroxy-indolin-2-one
• 英文别名: 1-heptyl-3-[5-(1-heptyl-3-hydroxy-2-oxoindol-3-yl)thiophen-2-yl]-3-hydroxyindol-2-one
• CAS: 152427-90-2
• 化学式: C₃₄H₄₂N₂O₄S
• 分子量: 574.784
• InChiKey: RBAXLWYUWUWQLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  噻吩 、 1-Heptyl-3-[5-(1-heptyl-3-hydroxy-2-oxo-indolin-3-yl)-2-thienyl]-3-hydroxy-indolin-2-one 在 tetrafluoroboric acid 作用下， 以 乙醚 、 苯 为溶剂， 反应 3.0h， 以26%的产率得到1-heptyl-3-[5-(1-heptyl-2-oxo-3-thiophen-2-ylindol-3-yl)thiophen-2-yl]-3-thiophen-2-ylindol-2-one
  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 、 四甲基乙二胺 、 sodium hydride 作用下， 反应 52.83h， 生成 1-Heptyl-3-[5-(1-heptyl-3-hydroxy-2-oxo-indolin-3-yl)-2-thienyl]-3-hydroxy-indolin-2-one
  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