6-bromoazuleno[1,2-b]quinoxaline | 1106674-59-2

• 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-bromoazuleno[1,2-b]quinoxaline
• 英文别名: 9-Bromo-11,18-diazatetracyclo[8.8.0.02,8.012,17]octadeca-1(18),2,4,6,8,10,12,14,16-nonaene；9-bromo-11,18-diazatetracyclo[8.8.0.02,8.012,17]octadeca-1(18),2,4,6,8,10,12,14,16-nonaene
• CAS: 1106674-59-2
• 化学式: C₁₆H₉BrN₂
• 分子量: 309.165
• InChiKey: CNMKGMBDWYBRQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-bromo-1,2-azulenequinone 、 邻苯二胺 以 甲醇 为溶剂， 反应 0.17h， 以87%的产率得到6-bromoazuleno[1,2-b]quinoxaline
  参考文献：
  名称：

  Synthesis of 1,2-Azulenequinone Derivatives by Bromine-Oxidation

  摘要：

  Treatment of 2-hydroxyazulene (1a) with 3 equiv. of C(5)H(5)N center dot HBr(3) in aqueous THF-AcOH at 0 degrees C for 1 h afforded 1,1,3-tribromoazulene-2-one (5a). 3-Bromo-1,2-azulenequinone (2a) was obtained by the hydrolysis of 5a in the presence of Ag(2)O. Annulated compound 6 was readily obtained by the reaction of 2a with o-phenylenediamine.

  DOI：

  10.3987/com-08-s(n)71

文献信息

• Synthesis of 1,2-Azulenequinone Derivatives by Bromine-Oxidation
  作者：Hidetsugu Wakabayashi、Osamu Irinamihira、Satoshi Shibata、Teruo Kurihara、Yuzuru Uchiyama、Akira Ohta、Kunihide Fujimori

  DOI：10.3987/com-08-s(n)71

  日期：——

  Treatment of 2-hydroxyazulene (1a) with 3 equiv. of C(5)H(5)N center dot HBr(3) in aqueous THF-AcOH at 0 degrees C for 1 h afforded 1,1,3-tribromoazulene-2-one (5a). 3-Bromo-1,2-azulenequinone (2a) was obtained by the hydrolysis of 5a in the presence of Ag(2)O. Annulated compound 6 was readily obtained by the reaction of 2a with o-phenylenediamine.