9-(5'-phenyl-1',2',3'-triazole-1'-yl)acridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-(5'-phenyl-1',2',3'-triazole-1'-yl)acridine
• 英文别名: 9-(5-phenyl-1,2,3-triazole-1-yl)acridine；9-(5-Phenyltriazol-1-yl)acridine
• 化学式: C₂₁H₁₄N₄
• 分子量: 322.369
• InChiKey: YCBVDCICWKIHNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9-(5'-phenyl-1',2',3'-triazole-1'-yl)acridine 以 二苯醚 为溶剂， 以63%的产率得到15-Phenyl-8,16-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaene
  参考文献：
  名称：

  Hagan, Damien J.; Chan, David; Schwalbe, Carl H., Journal of the Chemical Society. Perkin transactions I, 1998, # 5, p. 915 - 923

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苯基邻氨基苯甲酸 在 sodium azide 、 三氯氧磷 作用下， 以 水 、 丙酮 为溶剂， 反应 0.29h， 生成 9-(5'-phenyl-1',2',3'-triazole-1'-yl)acridine 、 9-(4-phenyl-1,2,3-triazole-1-yl)acridine
  参考文献：
  名称：

  9-Azidoacridine and 9-acridinylnitrene

  摘要：

  AbstractMatrix photolysis as well as flash vacuum thermolysis (FVT) of 9‐azidoacridine affords 9‐acridinylnitrene, which is characterized by its IR and ESR spectra and is photochemically inert. FVT above 600 °C yields a mixture of the five isomeric cyanocarbazoles. Microwave‐assisted reaction with diethyl‐ and dipropylamines in solution affords acridinylformamidine and acridinylpropionamidine, respectively. Microwave‐assisted reaction with dimethylamine causes nucleophilic displacement of the azido group. Microwave‐assisted 1,3‐dipolar cycloaddition with phenylacetylene yields the two regioisomeric 9‐(4‐ and 5‐phenyl‐1,2,3‐triazol‐1‐yl)acridines, whose structures were established by X‐ray crystallography. Copyright © 2010 John Wiley & Sons, Ltd.

  DOI：

  10.1002/poc.1657

文献信息

• 9-Azidoacridine and 9-acridinylnitrene
  作者：Avat Arman Taherpour、David Kvaskoff、Paul V. Bernhardt、Curt Wentrup

  DOI：10.1002/poc.1657

  日期：——

  AbstractMatrix photolysis as well as flash vacuum thermolysis (FVT) of 9‐azidoacridine affords 9‐acridinylnitrene, which is characterized by its IR and ESR spectra and is photochemically inert. FVT above 600 °C yields a mixture of the five isomeric cyanocarbazoles. Microwave‐assisted reaction with diethyl‐ and dipropylamines in solution affords acridinylformamidine and acridinylpropionamidine, respectively. Microwave‐assisted reaction with dimethylamine causes nucleophilic displacement of the azido group. Microwave‐assisted 1,3‐dipolar cycloaddition with phenylacetylene yields the two regioisomeric 9‐(4‐ and 5‐phenyl‐1,2,3‐triazol‐1‐yl)acridines, whose structures were established by X‐ray crystallography. Copyright © 2010 John Wiley & Sons, Ltd.
• Hagan, Damien J.; Chan, David; Schwalbe, Carl H., Journal of the Chemical Society. Perkin transactions I, 1998, # 5, p. 915 - 923
  作者：Hagan, Damien J.、Chan, David、Schwalbe, Carl H.、Stevens, Malcolm F. G.

  DOI：——

  日期：——