1-methyl-2-(5'-carboxy-2'-thienyl)benzimidazole | 83490-12-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-methyl-2-(5'-carboxy-2'-thienyl)benzimidazole
• 英文别名: 5-(1-methylbenzimidazol-2-yl)thiophene-2-carboxylic acid
• CAS: 83490-12-4
• 化学式: C₁₃H₁₀N₂O₂S
• 分子量: 258.301
• InChiKey: IRQKLXBZNXPAMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  55.12
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-methyl-2-(5'-methyl-2'-thienyl)benzimidazole 在 potassium permanganate 作用下， 以 水 为溶剂， 反应 0.5h， 以27%的产率得到1-methyl-2-(5'-carboxy-2'-thienyl)benzimidazole
  参考文献：
  名称：

  Research on the chemistry of 2-hetarylbenzimidazoles. 4. Oxidation of 1-methyl-2-(5?-methyl-2?-hetaryl)benzimidazoles

  摘要：

  DOI：

  10.1007/bf00506590

文献信息

• Oxidation products of fused 2-hetarylimidazole derivatives
  作者：A. A. Aleksandrov、A. P. Savost’yanov、M. M. El’chaninov、G. V. Salamatina

  DOI：10.1134/s1070363211080226

  日期：2011.8

  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.
• ELCHANINOV, M. M.;SIMONOV, A. M.;SIMKIN, B. YA., XIMIYA GETEROTSIKL. SOEDIN., 1982, N 8, 1089-1091
  作者：ELCHANINOV, M. M.、SIMONOV, A. M.、SIMKIN, B. YA.

  DOI：——

  日期：——