N-(4-chlorophenyl)-2-p-tolylquinazolin-4-amine | 441718-36-1

• 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: N-(4-chlorophenyl)-2-p-tolylquinazolin-4-amine
• 英文别名: N-(4-chlorophenyl)-2-(4-methylphenyl)quinazolin-4-amine
• CAS: 441718-36-1
• 化学式: C₂₁H₁₆ClN₃
• mdl: MFCD02958831
• 分子量: 345.831
• InChiKey: SWKZLCUPJARBSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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-(4-chlorophenyl)-2-(p-tolyl)-1,2-dihydroquinazolin-4-amine 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 以57%的产率得到N-(4-chlorophenyl)-2-p-tolylquinazolin-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

• 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.