6-bromo-3-phenyl-2-styryl-3H-quinazolin-4-one | 71822-73-6

• 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: 6-bromo-3-phenyl-2-styryl-3H-quinazolin-4-one
• 英文别名: 6-Bromo-3-phenyl-2-(2-phenylethenyl)quinazolin-4-one
• CAS: 71822-73-6
• 化学式: C₂₂H₁₅BrN₂O
• 分子量: 403.278
• InChiKey: GJYWIXISLTXXOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 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：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-溴-2-甲基-4H-3,1-苯并噁嗪-4-酮 、 N-苄叉苯胺 以 苯 为溶剂， 反应 6.0h， 以69%的产率得到6-bromo-3-phenyl-2-styryl-3H-quinazolin-4-one
  参考文献：
  名称：

  Derbala, Polish Journal of Chemistry, 1996, vol. 70, # 3, p. 288 - 295

  摘要：

  DOI：

文献信息

• Chemoselectivity of 6-bromo-2-methyl-3,1-benzoxazin-4-one towards amines,Schiff bases, and azines
  作者：H. A. Derbala

  DOI：10.1007/bf00807415

  日期：1996.1

  6-Bromo-2-methyl-3,1-benzoxazin-4-one (1) undergoes an unusual cleavage at position 4 when it is allowed to react with o-phenylenediamine or anthranilic acid in dry benzene to give the corresponding compounds 2-5, respectively. The reaction of 1 with Schiff bases and azines results in the formation of the compounds 6a-d and 8a, b, respectively. The reaction involves a cleavage of the Schiff base or the azine into its amine and arylidene moieties which are smoothly incorporated into 1 via nucleophilic attack of the amine at position 4 and condensation of the aldehyde with a reactive methyl group, at position 2 respectively. No displacement of the arylidene segment was observed.