5-hydroxy-4-methylbenzoazepine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 5-hydroxy-4-methylbenzoazepine
• 英文别名: 4-methyl-1H-1-benzazepin-5-ol
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: ACFBXAKNCPKFFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  靛红酸酐 、 溴化乙烯基三苯基膦 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以48%的产率得到5-hydroxy-4-methylbenzoazepine
  参考文献：
  名称：

  Remarkably Efficient and Direct Route to Quinolines and Benzoazepines from the Condensation of Benzoxazinediones with Phosphonium Carbanion Salts

  摘要：

  Treatment of 2H-3,1-benzoxazine-2,4(1H)-dione (1a) with vinyltriphenyl-phosphonium bromide (2a) gives substituted benzoazepine 8a (48% yield) and indolizinone 12 (27% yield), whereas substituted quinolinone 15 and benzoazepine 8b were isolated from the reaction of N-methylisatoic anhydride (1b) and 2a. Furthermore, a series of quinoline derivatives was synthesized from the reactions of la and 1b with allyl-(2b), alkyl-(2c), (2d), and cyanomethyl-(3) triphenylphosphonium salts.

  DOI：

  10.1080/00397910701572670

文献信息

• Remarkably Efficient and Direct Route to Quinolines and Benzoazepines from the Condensation of Benzoxazinediones with Phosphonium Carbanion Salts
  作者：Wafaa M. Abdou、Azza A. Kamel

  DOI：10.1080/00397910701572670

  日期：2007.11

  Treatment of 2H-3,1-benzoxazine-2,4(1H)-dione (1a) with vinyltriphenyl-phosphonium bromide (2a) gives substituted benzoazepine 8a (48% yield) and indolizinone 12 (27% yield), whereas substituted quinolinone 15 and benzoazepine 8b were isolated from the reaction of N-methylisatoic anhydride (1b) and 2a. Furthermore, a series of quinoline derivatives was synthesized from the reactions of la and 1b with allyl-(2b), alkyl-(2c), (2d), and cyanomethyl-(3) triphenylphosphonium salts.