4-(2,6-dichlorophenyl)-7-methoxy-1H-2,3-benzoxazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4-(2,6-dichlorophenyl)-7-methoxy-1H-2,3-benzoxazine
• 化学式: C₁₅H₁₁Cl₂NO₂
• 分子量: 308.164
• InChiKey: BVTJIJVVSXKYII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基氯苄 在 sodium hydroxide 、 三氟化硼 作用下， 以 二氯甲烷 为溶剂， 生成 4-(2,6-dichlorophenyl)-7-methoxy-1H-2,3-benzoxazine
  参考文献：
  名称：

  Reactions between Nitrile Oxides and Carbenium Ions: Synthesis of Benzoxazines, Oximes, and Amides through Intramolecular ortho or ipso Attack

  摘要：

  Reactions between nitrite oxides and benzylic carbocations are described. Different results were obtained when the carbocations were generated from the corresponding chlorides with different Lewis acids, with addition products such as benzoxazines, oximes, and amides being produced. Primary, secondary, and tertiary carbocations showed different reactivities. The product ratios strongly depended on the substituents on the aromatic ring of the benzylic carbocations. Evidence for the proposed mechanism is reported. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200207)2002:14<2411::aid-ejoc2411>3.0.co;2-n

文献信息

• Reactions between Nitrile Oxides and Carbenium Ions: Synthesis of Benzoxazines, Oximes, and Amides through Intramolecular ortho or ipso Attack
  作者：Sergio Auricchio、Caterina Magnani、Ada M. Truscello

  DOI：10.1002/1099-0690(200207)2002:14<2411::aid-ejoc2411>3.0.co;2-n

  日期：2002.7

  Reactions between nitrite oxides and benzylic carbocations are described. Different results were obtained when the carbocations were generated from the corresponding chlorides with different Lewis acids, with addition products such as benzoxazines, oximes, and amides being produced. Primary, secondary, and tertiary carbocations showed different reactivities. The product ratios strongly depended on the substituents on the aromatic ring of the benzylic carbocations. Evidence for the proposed mechanism is reported. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).