1-苄基-2-苯基-1H-喹唑啉-4-酮 | 66866-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 1-苄基-2-苯基-1H-喹唑啉-4-酮
• 英文名称: N-benzyl-2-phenylquinazolin-4(1H)-one
• 英文别名: 1-benzyl-2-phenyl-1H-quinazolin-4-one；1-Benzyl-2-phenyl-4(1H)-chinazolinon；1-Benzyl-2-phenylquinazolin-4(1H)-one；1-benzyl-2-phenylquinazolin-4-one
• CAS: 66866-31-7
• 化学式: C₂₁H₁₆N₂O
• 分子量: 312.371
• InChiKey: JGDXZQYGBDBJRD-UHFFFAOYSA-N

物化性质

• 沸点：
  501.6±43.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-苄基-2-苯基-1H-喹唑啉-4-酮 以90%的产率得到
  参考文献：
  名称：

  BHASKAR RAO V.; RATNAM C. V., INDIAN J. CHEM., 1978, B16, NO 2, 144-146

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(dibenzylamino)benzamide 在 dipotassium peroxodisulfate 作用下， 以 乙腈 为溶剂， 以95%的产率得到1-苄基-2-苯基-1H-喹唑啉-4-酮
  参考文献：
  名称：

  Sulfate Radical Anion (SO₄^•–) Mediated C(sp³)–H Nitrogenation/Oxygenation in N-Aryl Benzylic Amines Expanded the Scope for the Synthesis of Benzamidine/Oxazine Heterocycles

  摘要：

  A transition-metal-free, K2S2O8-mediated intra-molecular, oxidative nitrogenation/oxygenation of C(sp(3))-H in N-aryl benzylic amines followed by oxidation at the benzylic center has been developed for the synthesis of benzamidine/benzoxazine heterocycles, providing an expedient access to quinazolin-4(3H)-ones, N-aryl-2-arylbenzimidazoles, and 4H-3,1-benzoxazin-4-ones. A considerable amount of work dealing with the mechanistic study to understand the crucial intramolecular cyclization step largely favors an iminium ion as the key intermediate.

  DOI：

  10.1021/acs.joc.5b01872

文献信息

• Implications of dynamic imine chemistry for the sustainable synthesis of nitrogen heterocycles via transimination followed by intramolecular cyclisation
  作者：Joydev K. Laha、K. S. Satyanarayana Tummalapalli、Krupal P. Jethava

  DOI：10.1039/c5ob02670a

  日期：——

  An exploration of a tandem approach to the sustainable synthesis of N-heterocycles from readily available N-aryl benzylamines or imines and ortho-substituted anilines is described, which demonstrates, for the first time, an important synthetic application of dynamic imine chemistry. The key features to the successful development of this protocol include the utilisation of N-aryl benzylamines as imine

  描述了一种探索从容易获得的N-芳基苄胺或亚胺和邻位取代的苯胺可持续合成N杂环的串联方法的探索，这首次证明了动态亚胺化学的重要合成应用。该协议成功开发的关键特征包括N-芳基苄胺作为亚胺的前体在转移中的利用，在乙腈中不存在任何催化剂的情况下发生转移，在新形成的亚胺中发生分子内亲核加成而导致不可逆的转移，并且串联事件在绿色条件下发生。
• Sulfate Radical Anion (SO₄^•–) Mediated C(sp³)–H Nitrogenation/Oxygenation in <i>N</i>-Aryl Benzylic Amines Expanded the Scope for the Synthesis of Benzamidine/Oxazine Heterocycles
  作者：Joydev K. Laha、K. S. Satyanarayana Tummalapalli、Akshay Nair、Nidhi Patel

  DOI：10.1021/acs.joc.5b01872

  日期：2015.11.20

  A transition-metal-free, K2S2O8-mediated intra-molecular, oxidative nitrogenation/oxygenation of C(sp(3))-H in N-aryl benzylic amines followed by oxidation at the benzylic center has been developed for the synthesis of benzamidine/benzoxazine heterocycles, providing an expedient access to quinazolin-4(3H)-ones, N-aryl-2-arylbenzimidazoles, and 4H-3,1-benzoxazin-4-ones. A considerable amount of work dealing with the mechanistic study to understand the crucial intramolecular cyclization step largely favors an iminium ion as the key intermediate.
• BHASKAR RAO V.; RATNAM C. V., INDIAN J. CHEM., 1978, B16, NO 2, 144-146
  作者：BHASKAR RAO V.、 RATNAM C. V.

  DOI：——

  日期：——