3-<3-<<(1-methoxy-2-phenazinyl)imino>methoxymethyl>-2-quinoxalinyl>-2-propenenitrile | 136721-42-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-<3-<<(1-methoxy-2-phenazinyl)imino>methoxymethyl>-2-quinoxalinyl>-2-propenenitrile
• 英文别名: methyl 3-[(Z)-2-cyanoethenyl]-N-(1-methoxyphenazin-2-yl)quinoxaline-2-carboximidate
• CAS: 136721-42-1
• 化学式: C₂₆H₁₈N₆O₂
• 分子量: 446.468
• InChiKey: OWSKZYUNPLNGGU-VXWYDPCJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  106.17
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-<3-<<(1-methoxy-2-phenazinyl)imino>methoxymethyl>-2-quinoxalinyl>-2-propenenitrile 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以25%的产率得到trans-3-<2-(3-carbomethoxyquinoxalinyl)>propenenitrile
  参考文献：
  名称：

  Photochemical decomposition of 1-alkoxy-2-azidophenazines. Addition of nitrenes to azides

  摘要：

  The photolysis of 2-azido-1-methoxyphenazine (1a) and its ethoxy homologue (1b) takes an unusual course. It involves the addition of a singlet nitrene or one of its cyclic tautomers to the ground-state azide to form the N-phenazinyl iminoether 9a (from 1a) and a 2-oxazolo[5,4-a]phenazinyl derivative of a quinoxalinylpropenenitrile (10, from both 1a and 1b). Products derived from the triplet nitrene are formed as well. The effects of varying some of the experimental conditions were determined. A mechanism for the photolysis is proposed.

  DOI：

  10.1021/jo00025a010
• 作为产物：
  描述：

  2-azido-1-methoxyphenazine 以 乙腈 为溶剂， 以81%的产率得到3-<3-<<(1-methoxy-2-phenazinyl)imino>methoxymethyl>-2-quinoxalinyl>-2-propenenitrile
  参考文献：
  名称：

  Photochemical decomposition of 1-alkoxy-2-azidophenazines. Addition of nitrenes to azides

  摘要：

  The photolysis of 2-azido-1-methoxyphenazine (1a) and its ethoxy homologue (1b) takes an unusual course. It involves the addition of a singlet nitrene or one of its cyclic tautomers to the ground-state azide to form the N-phenazinyl iminoether 9a (from 1a) and a 2-oxazolo[5,4-a]phenazinyl derivative of a quinoxalinylpropenenitrile (10, from both 1a and 1b). Products derived from the triplet nitrene are formed as well. The effects of varying some of the experimental conditions were determined. A mechanism for the photolysis is proposed.

  DOI：

  10.1021/jo00025a010