n-(2-Pyridinylmethylene)-1,2-benzenediamine | 142598-67-2

• 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-(2-Pyridinylmethylene)-1,2-benzenediamine
• 英文别名: 2-(pyridin-2-ylmethylideneamino)aniline
• CAS: 142598-67-2
• 化学式: C₁₂H₁₁N₃
• 分子量: 197.239
• InChiKey: URKSVRBFJNVOSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium cyanide 、 n-(2-Pyridinylmethylene)-1,2-benzenediamine 在 air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以28 mg的产率得到2-amino-3-(2-pyridyl)quinoxaline
  参考文献：
  名称：

  Synthesis of 2-Aminoquinoxalines via One-Pot Cyanide-Based Sequential Reaction under Aerobic Oxidation Conditions

  摘要：

  A highly efficient synthesis of 2-aminoquinoxalines has been developed via the one-pot two-step cyanide-mediated sequential reactions of ortho-phenylenediamines with aldehydes under aerobic oxidation conditions. A variety of substrates, including aliphatic aldehydes bearing acidic a-protons, are applicable to this protocol and afford the desired 2-aminoquinoxalines in high yields.

  DOI：

  10.1021/jo4021908
• 作为产物：
  描述：

  吡啶-2-甲醛 、 邻苯二胺 在 air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 n-(2-Pyridinylmethylene)-1,2-benzenediamine
  参考文献：
  名称：

  Synthesis of 2-Aminoquinoxalines via One-Pot Cyanide-Based Sequential Reaction under Aerobic Oxidation Conditions

  摘要：

  A highly efficient synthesis of 2-aminoquinoxalines has been developed via the one-pot two-step cyanide-mediated sequential reactions of ortho-phenylenediamines with aldehydes under aerobic oxidation conditions. A variety of substrates, including aliphatic aldehydes bearing acidic a-protons, are applicable to this protocol and afford the desired 2-aminoquinoxalines in high yields.

  DOI：

  10.1021/jo4021908

文献信息

• Synthesis of 2-Aminoquinoxalines via One-Pot Cyanide-Based Sequential Reaction under Aerobic Oxidation Conditions
  作者：Yeon-Ho Cho、Kyung-Hee Kim、Cheol-Hong Cheon

  DOI：10.1021/jo4021908

  日期：2014.2.7

  A highly efficient synthesis of 2-aminoquinoxalines has been developed via the one-pot two-step cyanide-mediated sequential reactions of ortho-phenylenediamines with aldehydes under aerobic oxidation conditions. A variety of substrates, including aliphatic aldehydes bearing acidic a-protons, are applicable to this protocol and afford the desired 2-aminoquinoxalines in high yields.