7-bromo-6-methoxy-1,4dihydroquinoxaline-2,3-dione | 172535-89-6

• 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: 7-bromo-6-methoxy-1,4dihydroquinoxaline-2,3-dione
• 英文别名: 6-Bromo-7-methoxy-1,4-dihydro-quinoxaline-2,3-dione；6-bromo-7-methoxy-1,4-dihydroquinoxaline-2,3-dione
• CAS: 172535-89-6
• 化学式: C₉H₇BrN₂O₃
• 分子量: 271.07
• InChiKey: QVEJRAFUKUCOOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-bromo-6-methoxy-1,4dihydroquinoxaline-2,3-dione 在 potassium nitrate 作用下， 以 三氟乙酸 为溶剂， 以80%的产率得到7-Bromo-6-methoxy-5-nitro-1,4-dihydro-quinoxaline-2,3-dione
  参考文献：
  名称：

  Acetoxylation of 6,7-dialkoxy-substituted 1,4-dihydroquinoxaline-2,3-diones (Qxs) using fuming nitric acid in acetic acid: A facile synthesis of 5-acyloxy-6,7-dialkoxy QXs

  摘要：

  Treatment of 6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 3 with fuming nitric acid in acetic acid at 25 degrees C resulted in an acetoxylation reaction, giving 5-acetoxy-6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 4 in moderate yields. A mechanism involving ipso attack of nitronium ion as the first step is proposed.

  DOI：

  10.1016/0040-4039(95)01562-v
• 作为产物：
  描述：

  4-溴-5-甲氧基-2-硝基苯胺 在 叔丁胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 生成 7-bromo-6-methoxy-1,4dihydroquinoxaline-2,3-dione
  参考文献：
  名称：

  Acetoxylation of 6,7-dialkoxy-substituted 1,4-dihydroquinoxaline-2,3-diones (Qxs) using fuming nitric acid in acetic acid: A facile synthesis of 5-acyloxy-6,7-dialkoxy QXs

  摘要：

  Treatment of 6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 3 with fuming nitric acid in acetic acid at 25 degrees C resulted in an acetoxylation reaction, giving 5-acetoxy-6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 4 in moderate yields. A mechanism involving ipso attack of nitronium ion as the first step is proposed.

  DOI：

  10.1016/0040-4039(95)01562-v

文献信息

• Acetoxylation of 6,7-dialkoxy-substituted 1,4-dihydroquinoxaline-2,3-diones (Qxs) using fuming nitric acid in acetic acid: A facile synthesis of 5-acyloxy-6,7-dialkoxy QXs
  作者：Zhang-Lin Zhou、Eckard Weber、John F.W. Keana

  DOI：10.1016/0040-4039(95)01562-v

  日期：1995.10

  Treatment of 6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 3 with fuming nitric acid in acetic acid at 25 degrees C resulted in an acetoxylation reaction, giving 5-acetoxy-6,7-dialkoxy-1,4-dihydroquinoxaline-2,3-diones 4 in moderate yields. A mechanism involving ipso attack of nitronium ion as the first step is proposed.