2-(4-methylphenyl)-4H-[1,2,4]-triazolo[1,5-a]benzimidazole | 120625-37-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-methylphenyl)-4H-[1,2,4]-triazolo[1,5-a]benzimidazole
• 英文别名: 2-(4-methylphenyl)-4H-[1,2,4]triazolo[1,5-a]-benzimidazole；2-(4-methylphenyl)-1,2,4-triazolo[1,5-a]benzimidazole；2-(4-Methylphenyl)-1H-[1,2,4]triazolo[1,5-a]benzimidazole
• CAS: 120625-37-8
• 化学式: C₁₅H₁₂N₄
• 分子量: 248.287
• InChiKey: SYQYEKCRHRIHDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (9ci)-1H-苯并咪唑-1,2-二胺 在 sodium hydroxide 作用下， 反应 2.5h， 生成 2-(4-methylphenyl)-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

• Syntheses of [1,2,4]triazolo[1,5-a]benzazoles enabled by the transition-metal-free oxidative N–N bond formation
  作者：Erchang Shang、Junzhi Zhang、Jinyi Bai、Zhan Wang、Xiang Li、Bing Zhu、Xiaoguang Lei

  DOI：10.1039/c6cc01976e

  日期：——

  A transition-metal-free NCS oxidized N-N bond formation strategy has been developed to generate various structurally interesting [1,2,4]triazolo[1,5-a]benzazoles efficiently. The mechanism of the key oxidative N-N bond formation has been investigated...

  已开发出无过渡金属的NCS氧化NN键的形成策略，以有效地生成各种结构有趣的[1,2,4]三唑并[1,5-a]苯并恶唑。已经研究了关键的氧化NN键形成的机理。
• Hypervalent Iodine Mediated Oxidation of 1,2-Diaminobenzimidazole and Its Schiff Bases: Efficient Synthesis of 3-Amino-1,2,4-benzotriazine and 2-Aryl-1,2,4-triazolo[1,5-a]benzimidazoles
  作者：Devinder Kumar、Ashok Kumar、Mahavir Parshad、Rakesh Gupta

  DOI：10.1055/s-0028-1088055

  日期：2009.5

  Hypervalent iodine mediated oxidation of 1,2-diaminobenzimidazole and its Schiff bases is described. The reaction produces 3-amino-1,2,4-benzotriazine and 2-aryl-1,2,4-triazolo[1,5-a]benzimidazoles efficiently. hypervalent iodine reagents - 1,2-diaminobenzimidazole - 1,2,4-benzotriazine - 2-aryl-1,2,4-triazolo[1,5-a]benzimidazoles

  描述了高价碘介导的1,2-二氨基苯并咪唑及其席夫碱的氧化。该反应有效地产生了3-氨基-1,2,4-苯并三嗪和2-芳基-1,2,4-三唑并[1,5- a ]苯并咪唑。 高价碘试剂-1,2-二氨基苯并咪唑-1,2,4-苯并三嗪-2-芳基-1,2,4-三唑并[1,5- a ]苯并咪唑
• Rao, P. Jayaprasad; Reddy, K. Kondal, Synthetic Communications, 1988, vol. 18, # 16-17, p. 1995 - 2002
  作者：Rao, P. Jayaprasad、Reddy, K. Kondal

  DOI：——

  日期：——
• RAO, P. JAYAPRASAD;REDDY, K. KONDAL, SYNTH. COMMUN., 18,(1988) N 16-17, C. 1995-2001
  作者：RAO, P. JAYAPRASAD、REDDY, K. KONDAL

  DOI：——

  日期：——