N-[2-(4-chlorophenyl)-4-hydroxy-1-benzofuran-3-yl]benzamide | 1443149-63-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: N-[2-(4-chlorophenyl)-4-hydroxy-1-benzofuran-3-yl]benzamide
• CAS: 1443149-63-0
• 化学式: C₂₁H₁₄ClNO₃
• 分子量: 363.8
• InChiKey: KKAQVBHJQNFFAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 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：
  62.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰胺 、 邻苯二酚 、 (4-氯苯基)-氧代乙醛 在 ziconium(IV) oxychloride octahydrate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以75%的产率得到N-[2-(4-chlorophenyl)-4-hydroxy-1-benzofuran-3-yl]benzamide
  参考文献：
  名称：

  Zirconium Catalyzed Chemoselective Synthesis of New Amido-Substituted Benzo[b]furans via a One-Pot Reaction

  摘要：

  A one-pot, three-component reaction of arylglyoxals, benzamide and phenols using catalytic amounts of zirconium oxychloride octahydrate under solvent-free conditions produce new amido-substituted benzo[b]furans. The reactions showed chemoselectivity towards benzofuran instead of oxazols which this claim has been confirmed by nuclear magnetic resonance (NMR) and infrared spectroscopy (IR).

  DOI：

  10.3987/com-12-12621

文献信息

• Synthesis of a novel class of benzofurans via a three-component, regiospecific intramolecular heterocylization reaction
  作者：Bahador Karami、Saeed Khodabakhshi、Fatemeh Hashemi

  DOI：10.1016/j.tetlet.2013.03.124

  日期：2013.7

  A new, convenient, and environmentally benign three-component synthesis of a novel class of benzofurans is developed by condensing different arylglyoxals, benzamide, and phenolic substrates under solvent-free conditions. These reactions are catalyzed by tungstate sulfuric acid (TSA) as a safe, clean, and recyclable solid acid. The method is operationally simple and provides access to a variety of 2-aryl-3-benzamido

  通过在无溶剂条件下缩合不同的芳基乙二醛，苯甲酰胺和酚类底物，开发了新型，方便且对环境无害的新型苯并呋喃三组分合成方法。钨酸硫酸盐（TSA）催化这些反应为安全，清洁和可回收的固体酸。该方法操作简单，可提供高产率至优异产率的各种2-芳基-3-苯甲酰胺基苯并呋喃。