2-((2-methyl-1H-indol-3-yl)(m-tolyl)methyl)malononitrile | 1291067-48-5

• 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: 2-((2-methyl-1H-indol-3-yl)(m-tolyl)methyl)malononitrile
• 英文别名: 2-[(2-methyl-1H-indol-3-yl)-(3-methylphenyl)methyl]propanedinitrile
• CAS: 1291067-48-5
• 化学式: C₂₀H₁₇N₃
• 分子量: 299.375
• InChiKey: DLUPAHLPVMKRAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基苯甲醛 在 choline chloride - 1,3-dimethylurea deep-eutectic salt 作用下， 以 乙醇 、 水 为溶剂， 反应 36.17h， 生成 2-((2-methyl-1H-indol-3-yl)(m-tolyl)methyl)malononitrile
  参考文献：
  名称：

  Water Assisted and Choline Chloride-Dimethylurea Deep Eutectic Salts as Catalyst towards the Attractive Reaction of Indole, Benzaldehyde, and Malononitrile

  摘要：

  The condensation of indole, benzaldehyde, and malononitrile was relatively rigorous compared with other Yonemitsu type reaction. We described a strategy using catalytic amount of choline chloride-dimethylurea deep eutectic salts as cheap and safe accelerator. We also found that introducing right amount of water in reaction system was crucial. This method tolerates variations in all three components to get desired 3-substituted indoles in satisfactory yields.

  DOI：

  10.3987/com-18-13913

文献信息

• Synthesis of 3-indole derivatives by copper sulfonato Salen catalyzed three-component reactions in water
  作者：Yanyang Qu、Fang Ke、Li Zhou、Zhengkai Li、Haifeng Xiang、Di Wu、Xiangge Zhou

  DOI：10.1039/c0cc05695b

  日期：——

  An efficient three-component reaction of indole, aldehyde, and malononitrile in water catalyzed by a copper(II) sulfonato Salen complex afforded 3-indole derivatives in good to excellent yields up to 97%.

  在水相中，由铜(II)磺酸根Salen络合物催化的吲哚、醛和丙二腈的高效三组分反应，能够以高达97%的优良至极佳产率合成3-吲哚衍生物。
• Water Assisted and Choline Chloride-Dimethylurea Deep Eutectic Salts as Catalyst towards the Attractive Reaction of Indole, Benzaldehyde, and Malononitrile
  作者：Chengwei Lv、Yue An、Yue Lv、Shijun Yu、Hongli Ruan

  DOI：10.3987/com-18-13913

  日期：——

  The condensation of indole, benzaldehyde, and malononitrile was relatively rigorous compared with other Yonemitsu type reaction. We described a strategy using catalytic amount of choline chloride-dimethylurea deep eutectic salts as cheap and safe accelerator. We also found that introducing right amount of water in reaction system was crucial. This method tolerates variations in all three components to get desired 3-substituted indoles in satisfactory yields.