N-(4-methylbenzylidene)-2-p-tolylimidazo[1,2-a]pyridin-3-amine | 1052605-28-3

• 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-methylbenzylidene)-2-p-tolylimidazo[1,2-a]pyridin-3-amine
• 英文别名: 1-(4-methylphenyl)-N-[2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]methanimine
• CAS: 1052605-28-3
• 化学式: C₂₂H₁₉N₃
• 分子量: 325.413
• InChiKey: LFSKAYQPXICJCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  29.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 对甲基苯甲醛 在 三甲基氰硅烷 、 溴化二甲基溴化锍 作用下， 反应 10.5h， 以82%的产率得到N-(4-methylbenzylidene)-2-p-tolylimidazo[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。
• BF₃/MCM-41 as nano structured solid acid catalyst for the synthesis of 3-iminoaryl-imidazo[1,2-a]pyridines
  作者：Mohammad Abdollahi-Alibeik、Ali Rezaeipoor-Anari

  DOI：10.1039/c3cy00947e

  日期：——

  of aldehydes, 2-aminopyridines and trimethylsilyl cyanide was carried out in the presence of MCM-41 supported boron trifluoride (BF3/MCM-41) as a nanostructured solid acid catalyst for the synthesis of 3-iminoaryl-imidazo[1,2-a]pyridine derivatives. MCM-41 nanoparticles were synthesized by a sol–gel method and BF3/MCM-41 samples with various loading amounts of BF3 and different calcination temperatures

  在MCM-41负载的三氟化硼（BF 3 / MCM-41）作为用于合成3-亚氨基芳基的纳米结构固体酸催化剂的存在下，进行了各种类型的醛，2-氨基吡啶和三甲基甲硅烷基氰化物的多组分反应。-咪唑并[1,2-a]吡啶衍生物。通过溶胶-凝胶法合成了MCM-41纳米粒子，并通过XRD，SEM和FT-IR技术制备了具有不同BF 3上样量和不同煅烧温度的BF 3 / MCM-41样品。催化性能实验表明，BF 3在400°C下煅烧的/ MCM-41具有最佳的催化活性。可回收性和可重复使用性实验表明，该催化剂可重复使用多次，且活性适度降低。
• An efficient synthesis of 3-amino-2-arylimidazo[1,2-a]pyridines
  作者：Mehdi Adib、Esmail Sheibani、Long-Guan Zhu、Peiman Mirzaei

  DOI：10.1016/j.tetlet.2008.05.134

  日期：2008.8

  An efficient synthesis of 3-amino-2-arylimidazo[1,2-a]pyridines is described via a novel multicomponent reaction between 2-aminopyridines, benzaldehydes and imidazoline-2,4,5-trione under solvent-free conditions. (c) 2008 Elsevier Ltd. All rights reserved.