1-methyl-2-(2-thienyl)-1H-phenanthro[9,10-d]imidazole-6,7-dione | 1339944-60-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-methyl-2-(2-thienyl)-1H-phenanthro[9,10-d]imidazole-6,7-dione
• CAS: 1339944-60-3
• 化学式: C₂₀H₁₂N₂O₂S
• 分子量: 344.393
• InChiKey: HLXLNVNFXXDWDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  51.96
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1-methyl-2-(2-thienyl)phenanthro[9,10-d]imidazole 在 potassium dichromate 、 硫酸 、 氨 作用下， 以 水 为溶剂， 以65%的产率得到1-methyl-2-(2-thienyl)-1H-phenanthro[9,10-d]imidazole-6,7-dione
  参考文献：
  名称：

  Oxidation products of fused 2-hetarylimidazole derivatives

  摘要：

  Oxidation of 5-(1-methyl-1H-benzimidazol-2-yl)thiophene-, and -selenophene-2-carbaldehydes with potassium dichromate in 20% aqueous sulfuric acid afforded the corresponding carboxylic acids. Analogous reaction with 5-(1-methyl-1H-benzimidazol-2-yl)furan-2-carbaldehyde led to the formation of 1-methyl-1H-benzimidazole as a result of decarboxylation of the primary oxidation product and subsequent decomposition of the furan ring. Probable factors responsible for instability of 5-(1H-benzimidazol-2-yl)-hetarene-2-carboxylic acids were considered. The oxidation of 2-furylnaphtho[2,3-d]- and 2-hetarylphenanthro-[9,10-d]imidazoles gave, respectively, an anthraquinone analog and 6,7-quinones. pi-Electron-rich heterocycles in 2-furyl- and 2-pyrrolylphenanthro[9,10-d]imidazoles were oxidized completely, being replaced by hydrogen.

  DOI：

  10.1134/s1070363211080226