4,5-di(thiophen-2-yl)-1H-2-(2-pyridyl)imidazole | 1201275-40-2

• 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-di(thiophen-2-yl)-1H-2-(2-pyridyl)imidazole
• 英文别名: 2-(2-pyridyl)-4,5-bis(2-thienyl)imidazole；2-(4,5-dithiophen-2-yl-1H-imidazol-2-yl)pyridine
• CAS: 1201275-40-2
• 化学式: C₁₆H₁₁N₃S₂
• 分子量: 309.415
• InChiKey: VRQYZFVWKNWLNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 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：
  98
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 2-氰基吡啶 在 ammonium acetate 、 溶剂黄146 、 碳酸氢钠 作用下， 反应 10.0h， 以80%的产率得到4,5-di(thiophen-2-yl)-1H-2-(2-pyridyl)imidazole
  参考文献：
  名称：

  实用的多组分合成从简单的结构单元的二或三芳基（杂芳基）取代的2-（吡啶-2-基）咪唑

  摘要：

  已经开发了一种方便且高效的多组分方案，用于由2-氰基吡啶，相应的芳族醛和NH 4 OAc /伯胺合成各种多取代的2-（吡啶-2-基）咪唑。值得注意的是，当使用芳族伯胺作为底物时，三取代的2-（吡啶-2-基）咪唑的收率很高，但是在一锅中可以同时获得二取代和三取代的2-（吡啶-2-基）咪唑。当某些脂肪族伯胺用作底物时。

  DOI：

  10.1021/cc100079b

文献信息

• Practical Multi-Component Synthesis of <i>Di</i>- or <i>Tri</i>-Aryl (Heteraryl) Substituted 2-(Pyridin-2-yl)imidazoles from Simple Building Blocks
  作者：Xiao-Jin Wu、Ran Jiang、Xiao-Ping Xu、Xiao-Ming Su、Wei-Hong Lu、Shun-Jun Ji

  DOI：10.1021/cc100079b

  日期：2010.11.8

  efficient multicomponent protocol has been developed for the synthesis of various poly-substituted 2-(pyridin-2-yl)imidazoles from 2-cyanopyridine, corresponding aromatic aldehydes, and NH4OAc/primary amine. Notably, tri-substituted 2-(pyridin-2-yl)imidazoles were highly yielded when aromatic primary amines were used as substrates, but both di- and tri-substituted 2-(pyridin-2-yl)imidazoles were obtained

  已经开发了一种方便且高效的多组分方案，用于由2-氰基吡啶，相应的芳族醛和NH 4 OAc /伯胺合成各种多取代的2-（吡啶-2-基）咪唑。值得注意的是，当使用芳族伯胺作为底物时，三取代的2-（吡啶-2-基）咪唑的收率很高，但是在一锅中可以同时获得二取代和三取代的2-（吡啶-2-基）咪唑。当某些脂肪族伯胺用作底物时。
• 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.
• Synthesis of 3-substituted imidazo[1,5-a]pyridines having 1-(N-picolinamidin-2-yl) group
  作者：Vijendra Kumar Fulwa、Vadivelu Manivannan

  DOI：10.1016/j.tet.2012.03.095

  日期：2012.5

  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.