3-cyclohexyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one | 1414883-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-cyclohexyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one
• CAS: 1414883-74-1
• 化学式: C₂₀H₂₂N₂O
• 分子量: 306.407
• InChiKey: FSMVRLHDWBHSKR-UHFFFAOYSA-N

物化性质

• 沸点：
  510.1±50.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  32.34
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  邻氨基苯甲酸 在 copper diacetate 、 palladium diacetate 、 溶剂黄146 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 9.0h， 生成 3-cyclohexyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  Pd(II)-Catalyzed Cascade Annulation of o-Aminobenzoic Acids with CO, Amines, and Aldehydes to N3-/N1,N3-Substituted 2,3-Dihydroquinazolin-4(1H)-ones

  摘要：

  DOI：

  10.1021/acs.joc.3c00802

文献信息

• Microwave-promoted one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions
  作者：Yang Yang、Renzhong Fu、Yang Liu、Jing Cai、Xiaojun Zeng

  DOI：10.1016/j.tet.2020.131312

  日期：2020.7

  3-dihydroquinazoline-4(1H)-one derivatives have been synthesized via one-pot three-component reaction using isatoic anhydrides, amines and aldehydes (or ketones) catalyzed by heteropolyanion-based ionic liquids under microwave-promoted conditions. The practical protocol was found to tolerate a wide range of substrates with different functional groups. Moderate to excellent yields, solvent-free media and operational

  在微波促进下，通过杂多阴离子基离子液体催化的等位酸酐，胺和醛（或酮）通过一锅三组分反应合成了一系列2,3-二氢喹唑啉-4（1 H）-one衍生物。条件。发现该实用方案可耐受具有不同官能团的多种底物。中等至极好的产量，无溶剂介质和操作简便是主要亮点。此外，催化剂可以回收和再利用而没有明显的反应性损失。与现有方法相比，该方法提供了绿色且经过改进的协议。
• Corrigendum to “Microwave-promoted one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions” [Tetrahedron Lett. 76/27 (2020) 131312]
  作者：Yang Yang、Renzhong Fu、Yang Liu、Jing Cai、Xiaojun Zeng

  DOI：10.1016/j.tet.2020.131419

  日期：2020.9
• A Greener Protocol for Accessing 2,3-Dihydro/spiroquinazolin-4(1H)-ones: Natural Acid-SDS Catalyzed Three-Component Reaction
  作者：Prem Chauhan、Rashmi Sharma、Anand Pandey

  DOI：10.1055/s-0032-1317014

  日期：——

  A novel green and energy-efficient synthesis of 2,3-dihydro/spiroquinazolin-4(1H)-ones via three-component cyclo-condensation reaction involving isatoic anhydride, amines and aldehydes/ketones utilizing recyclable tartaric acid-SDS catalyst system has been achieved. With simple requirements of mechanical stirring or mechanochemical activation at room temperature and one of the shortest reported times as of yet, it is a significant improvement on previously described methods for the synthesis of such compounds. Moreover the catalyst system can also be efficiently applied in large-scale reactions which indicates the potential for applications in industry.