N-phenyl-2-(p-tolyl)quinazolin-4-amine

• 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: N-phenyl-2-(p-tolyl)quinazolin-4-amine
• 英文别名: 2-(4-methylphenyl)-N-phenylquinazolin-4-amine
• 化学式: C₂₁H₁₇N₃
• mdl: MFCD02958816
• 分子量: 311.386
• InChiKey: ZLZAZKYXSYIQPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 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：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-phenyl-2-(p-tolyl)-1,2-dihydroquinazolin-4-amine 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 以60%的产率得到N-phenyl-2-(p-tolyl)quinazolin-4-amine
  参考文献：
  名称：

  Iodine-promoted facile synthesis of new (+)-2,3-dihydro-N,2-diarylquinazolines

  摘要：

  The reactivity of 2-amino-N'-arylbenzamidines 1a-e towards p-tolualdehyde 2a and 1-naphthaldehyde 2b under the catalytic influence of commercial iodine at ambient temperature has been examined. New chiral quinazolines 3a-e and 4a-d have been identified as reaction products. These products have subsequently been oxidised to N,2-diarylquinazolin-4-amines 12, 13a-d. The structures of the products were elucidated by their NMR, mass and IR spectra in addition to elemental analyses. The structure of 3e was further confirmed by X-ray structural analysis. The mechanism of formation of 3a-e and 4a-d is discussed.

  DOI：

  10.3998/ark.5550190.0011.a09

文献信息

• Palladium-Catalyzed Cross-Coupling Reactions of 4-Tosyl­oxyquinazolines with Indoles: An Efficient Approach to 4-(1H-Indol-1-yl)quinazolines
  作者：Yiyuan Peng、Xinglin Ye、Jian Huang、Zhihong Deng、Jianjun Yuan

  DOI：10.1055/s-0040-1707356

  日期：2021.1

  exploration of our continuous interests on late-stage derivation of quinozaline core is described. A wide array of 4-(1H-indol-1-yl)quinazolines were obtained in good to excellent yields through palladium-catalyzed cross-coupling of 4-tosyloxyquinazolines with indole derivatives under mild reaction conditions.

  摘要 在本文中，描述了我们对喹唑啉核心的后期衍生的持续兴趣的探索。在温和的反应条件下，通过钯催化的4-甲苯磺酰氧基喹唑啉与吲哚衍生物的交叉偶联，以良好至优异的产率获得了多种4-（1 H-吲哚-1-基）喹唑啉。
• Compositions and methods for modulating gated ion channels
  申请人：Babinski Kazimierz

  公开号：US20070197509A1

  公开（公告）日：2007-08-23

  The present invention relates to compositions and methods to modulate the activity of gated ion channels.

  本发明涉及用于调节门控离子通道活性的组合物和方法。
• WO2007/71055
  申请人：——

  公开号：——

  公开（公告）日：——
• Rhodium(III)-catalyzed [4 + 2] annulation of N-arylbenzamidines with 1,4,2-dioxazol-5-ones: Easy access to 4-aminoquinazolines via highly selective C H bond activation
  作者：Jie Ren、Yanzhen Huang、Chao Pi、Xiuling Cui、Yangjie Wu

  DOI：10.1016/j.cclet.2021.02.061

  日期：2021.8
• Iodine-promoted facile synthesis of new (+)-2,3-dihydro-N,2-diarylquinazolines
  作者：Kamal M. El-Shaieb、Henning Hopf、Peter G. Jones

  DOI：10.3998/ark.5550190.0011.a09

  日期：——

  The reactivity of 2-amino-N'-arylbenzamidines 1a-e towards p-tolualdehyde 2a and 1-naphthaldehyde 2b under the catalytic influence of commercial iodine at ambient temperature has been examined. New chiral quinazolines 3a-e and 4a-d have been identified as reaction products. These products have subsequently been oxidised to N,2-diarylquinazolin-4-amines 12, 13a-d. The structures of the products were elucidated by their NMR, mass and IR spectra in addition to elemental analyses. The structure of 3e was further confirmed by X-ray structural analysis. The mechanism of formation of 3a-e and 4a-d is discussed.