2-(2-furyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole | 865078-51-9

• 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: 2-(2-furyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole
• 英文别名: 2-(furan-2-yl)-1H-[1,2,4]triazolo[1,5-a]benzimidazole
• CAS: 865078-51-9
• 化学式: C₁₂H₈N₄O
• 分子量: 224.222
• InChiKey: NDMMJWCWXURKRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-furyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole 、 碘甲烷 在 potassium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 以76%的产率得到2-(2-furyl)-4-methyl-4H-[1,2,4]triazolo[1,5-a]benzimidazole
  参考文献：
  名称：

  2-aryl(hetaryl)-4H-[1,2,4]triazolo[1,5-a]benzimidazoles

  摘要：

  2-(4-Methylphenyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole and its previously unknown 2-(2-furyl)- and 2-(2-thienyl)-substituted analogs were synthesized by cyclization of benzimidazole-1,2-diamine with the corresponding carboxylic acid chlorides. The IR, H-1, C-13, and N-15 NMR, and mass spectra of the cyclization products in combination with the results of quantum-chemical calculations of NMR chemical shifts showed radical differences of [1,2,4]triazolo[1,5-a]benzimidazoles having no substituent on N-4 from the recently reported low-melting products of oxidation of 2-amino-1-arylmethylideneaminobenzimidazoles with (diacetoxy-lambda(3)-iodanyl)benzene, which, as we believe, were erroneously assigned analogous structure.

  DOI：

  10.1134/s107042801306016x
• 作为产物：
  描述：

  呋喃甲酰氯 、 (9ci)-1H-苯并咪唑-1,2-二胺 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以85%的产率得到2-(2-furyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole
  参考文献：
  名称：

  2-aryl(hetaryl)-4H-[1,2,4]triazolo[1,5-a]benzimidazoles

  摘要：

  2-(4-Methylphenyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole and its previously unknown 2-(2-furyl)- and 2-(2-thienyl)-substituted analogs were synthesized by cyclization of benzimidazole-1,2-diamine with the corresponding carboxylic acid chlorides. The IR, H-1, C-13, and N-15 NMR, and mass spectra of the cyclization products in combination with the results of quantum-chemical calculations of NMR chemical shifts showed radical differences of [1,2,4]triazolo[1,5-a]benzimidazoles having no substituent on N-4 from the recently reported low-melting products of oxidation of 2-amino-1-arylmethylideneaminobenzimidazoles with (diacetoxy-lambda(3)-iodanyl)benzene, which, as we believe, were erroneously assigned analogous structure.

  DOI：

  10.1134/s107042801306016x

文献信息

• 2-aryl(hetaryl)-4H-[1,2,4]triazolo[1,5-a]benzimidazoles
  作者：A. S. Morkovnik、T. A. Kuz’menko、L. N. Divaeva、G. S. Borodkin

  DOI：10.1134/s107042801306016x

  日期：2013.6

  2-(4-Methylphenyl)-4H-[1,2,4]triazolo[1,5-a]benzimidazole and its previously unknown 2-(2-furyl)- and 2-(2-thienyl)-substituted analogs were synthesized by cyclization of benzimidazole-1,2-diamine with the corresponding carboxylic acid chlorides. The IR, H-1, C-13, and N-15 NMR, and mass spectra of the cyclization products in combination with the results of quantum-chemical calculations of NMR chemical shifts showed radical differences of [1,2,4]triazolo[1,5-a]benzimidazoles having no substituent on N-4 from the recently reported low-melting products of oxidation of 2-amino-1-arylmethylideneaminobenzimidazoles with (diacetoxy-lambda(3)-iodanyl)benzene, which, as we believe, were erroneously assigned analogous structure.