4,5-bis(2-hydroxyphenyl)-1H-2-(2-pyridyl)imidazole | 1201275-36-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-bis(2-hydroxyphenyl)-1H-2-(2-pyridyl)imidazole
• 英文别名: 2-(2-pyridyl)-4,5-bis(2-hydroxyphenyl)imidazole；2-[4-(2-hydroxyphenyl)-2-pyridin-2-yl-1H-imidazol-5-yl]phenol
• CAS: 1201275-36-6
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: LAWYEDBXOJEDHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氰基吡啶 、 水杨醛 在 ammonium acetate 作用下， 反应 12.0h， 以65%的产率得到4,5-bis(2-hydroxyphenyl)-1H-2-(2-pyridyl)imidazole
  参考文献：
  名称：

  Synthesis of 3-substituted imidazo[1,5-a]pyridines having 1-(N-picolinamidin-2-yl) group

  摘要：

  The 3-substituted imidazo[1,5-a]pyridine compounds having 1-(N-picolinamidin-2-yl) group (1a-h) were synthesized by heating 1 equiv of an aldehyde (eight examples), 2 equiv of 2-cyanopyridine and ammonium acetate in PEG-400. By heating 2 equiv of the aldehyde and 1 equiv of 2-cyanopyridine under the same experimental conditions, 2,4,5-trisubstituted imidazoles (2a-c) were isolated. All the reported compounds were thoroughly characterized and the molecular structures of la and 2b were established by single crystal X-ray diffraction studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.095

文献信息

• Microwave Enabled Umpulong Mechanism Based Rapid and Efficient Four- and Six-Component Domino Formations of 2-(2′-Azaaryl)imidazoles and <i>anti</i>-1,2-Diarylethylbenzamides
  作者：Bo Jiang、Xiang Wang、Feng Shi、Shu-Jiang Tu、Teng Ai、Austin Ballew、Guigen Li

  DOI：10.1021/jo902204s

  日期：2009.12.18

  Concise and efficient six-component and four-component domino approaches to anti-1,2-diarylethylbenzamides and highly Substituted 2-(2'-azaaryl)imidazoles have been developed under solvent-free and microwave-irradiation conditions. The reactions showed a broad scope of substrates in which a wide range of common commercial aromatic aldehydes and heteroaryl nitriles can be used. The syntheses were Finished within short periods (15-34 min) with good to excellent chemical yields and stereoselectivity that avoided tedious workup isolations. New mechanisms involving an umpolung have been proposed for these two reaction processes.