N-(4-chlorobenzylidene)-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-amine | 1323381-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(4-chlorobenzylidene)-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-amine
• 英文别名: N-(4-chlorobenzylidene)[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]amine；1-(4-chlorophenyl)-N-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]methanimine
• CAS: 1323381-60-7
• 化学式: C₂₀H₁₃Cl₂N₃
• 分子量: 366.249
• InChiKey: GFGOUDGKBBHFKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 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：
  29.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-chlorobenzylidene)-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-amine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  (Bromodimethylsulfonium) bromide-catalyzed one-pot three-component synthesis of imidazo[1,2-a]pyridines

  摘要：

  Abstract(Bromodimethylsulfonium) bromide–catalyzed one‐pot multicomponent reaction of 2‐aminopyridine with aromatic aldehyde(s) and TMSCN yielding N‐benzylidene‐2‐phenylimidazo[1,2‐a]pyridines exclusively has been described. The reaction is solvent free, versatile, and takes significantly short time. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.518
• 作为产物：
  描述：

  2-氨基吡啶 、 4-氯苯甲醛 在 三甲基氰硅烷 、 溴化二甲基溴化锍 作用下， 反应 3.0h， 以91%的产率得到N-(4-chlorobenzylidene)-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  (Bromodimethylsulfonium) bromide-catalyzed one-pot three-component synthesis of imidazo[1,2-a]pyridines

  摘要：

  Abstract(Bromodimethylsulfonium) bromide–catalyzed one‐pot multicomponent reaction of 2‐aminopyridine with aromatic aldehyde(s) and TMSCN yielding N‐benzylidene‐2‐phenylimidazo[1,2‐a]pyridines exclusively has been described. The reaction is solvent free, versatile, and takes significantly short time. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.518

文献信息

• Application of Triphenylammonium Tricyanomethanide as an Efficient and Recyclable Nanostructured Molten-Salt Catalyst for the Synthesis of N-Benzylidene-2-arylimidazo[1,2-a]pyridin-3-amines
  作者：Saeed Baghery、Mohammad Zolfigol、Romana Schirhagl、Masoumeh Hasani

  DOI：10.1055/s-0036-1558965

  日期：2017.6

  Triphenylammonium tricyanomethanide (Ph3NH)[C(CN)3] was synthesized and used as an efficient and recyclable nanostructured molten-salt (NMS) catalyst for the synthesis of N-benzylidene-2-arylimidazo[1,2-a]pyridin-3-amines by the reaction of various (het)aryl aldehydes with trimethylsilyl cyanide and pyridin-2-amine under solvent-free conditions at 50 °C. The NMS catalyst could be simply recycled and reused several times without significant loss of its catalytic activity.

  三苯基铵三氰甲烷基化物(Ph3NH)[C(CN)3]被合成并用作高效可回收的纳米结构熔盐(NMS)催化剂，用于在50°C的无溶剂条件下，通过各种(杂)芳香醛与三甲基硅氰和吡啶-2-胺的反应合成N-苄基亚甲基-2-芳基咪唑并[1,2-a]吡啶-3-胺。NMS催化剂可以简单回收和多次重复使用，而不会显著降低其催化活性。
• A one-pot four-component synthesis of N-arylidene-2-aryl-imidazo[1,2-a]azin-3-amines
  作者：Abbas Rahmati、Ali Moazzam、Zahra Khalesi

  DOI：10.1016/j.tetlet.2014.03.098

  日期：2014.7

  N-Arylidene-2-aryl-imidazo[1,2-a]azin-3-amines were synthesized via a one-pot, four-component condensation reaction using a 2-aminoazine, toluene-4-sulfonylmethyl isocyanide (TsCH2NC), and two equivalents of readily available aromatic aldehydes. The reaction was performed in diethyl ether as the solvent, with p-toluenesulfonic acid (p-TSA) as the catalyst at reflux temperature. (C) 2014 Elsevier Ltd. All rights reserved.