2-chloropyrimido[5,4-c]isoquinoline | 1421504-02-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 2-chloropyrimido[5,4-c]isoquinoline
• 英文别名: 2-Chloropyrimido[5,4-c]isoquinoline
• CAS: 1421504-02-0
• 化学式: C₁₁H₆ClN₃
• 分子量: 215.642
• InChiKey: UWIQZLGAFNXNBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-chloro-5,6-dihydropyrimido[5,4-c]isoquinoline 在 氧气 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 以78 mg的产率得到2-chloropyrimido[5,4-c]isoquinoline
  参考文献：
  名称：

  Synthesis of Phenanthridine Derivatives by Microwave-Mediated Cyclization of o-Furyl(allylamino)arenes

  摘要：

  A novel and efficient synthesis of phenanthridines and aza analogues is reported. The key step is a microwave-mediated intramolecular Diels-Alder cyclization of o-furyl(allylamino)arenes. In the presence of a catalytic amount of acid, the DA-adduct reacts further to give the dihydrophenanthridines, which easily can be oxidized to fully aromatic compounds by air in the presence of UV light or by DDQ.

  DOI：

  10.1021/jo3027033

文献信息

• Synthesis of Phenanthridine Derivatives by Microwave-Mediated Cyclization of <i>o</i>-Furyl(allylamino)arenes
  作者：Matthew Lovell Read、Lise-Lotte Gundersen

  DOI：10.1021/jo3027033

  日期：2013.2.1

  A novel and efficient synthesis of phenanthridines and aza analogues is reported. The key step is a microwave-mediated intramolecular Diels-Alder cyclization of o-furyl(allylamino)arenes. In the presence of a catalytic amount of acid, the DA-adduct reacts further to give the dihydrophenanthridines, which easily can be oxidized to fully aromatic compounds by air in the presence of UV light or by DDQ.