6,7-dimethoxy-5-hydroxy-1,4-dihydroquinoxaline-2,3-dione | 170099-16-8

• 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: 6,7-dimethoxy-5-hydroxy-1,4-dihydroquinoxaline-2,3-dione
• 英文别名: 5-Hydroxy-6,7-dimethoxy-1,4-dihydro-quinoxaline-2,3-dione；5-hydroxy-6,7-dimethoxy-1,4-dihydroquinoxaline-2,3-dione
• CAS: 170099-16-8
• 化学式: C₁₀H₁₀N₂O₅
• 分子量: 238.2
• InChiKey: MWRWKWKTMAFBCU-UHFFFAOYSA-N

物化性质

• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-phenoxyphenylacetyl chloride 、 6,7-dimethoxy-5-hydroxy-1,4-dihydroquinoxaline-2,3-dione 在 TEA 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到6,7-dimethoxy-5-(3-phenoxyphenylacetoxy)-1,4-dihydroquinoxaline-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：

  1,2-二氨基-4,5-二甲氧基苯 在 盐酸 、 sodium hydroxide 、 N₃O⁽¹⁺⁾ 、 硝酸 作用下， 生成 6,7-dimethoxy-5-hydroxy-1,4-dihydroquinoxaline-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

• US5631373A
  申请人：——

  公开号：US5631373A

  公开（公告）日：1997-05-20
• US5977107A
  申请人：——

  公开号：US5977107A

  公开（公告）日：1999-11-02
• US6147075A
  申请人：——

  公开号：US6147075A

  公开（公告）日：2000-11-14
• US6251903B1
  申请人：——

  公开号：US6251903B1

  公开（公告）日：2001-06-26
• 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.