5-acetoxy-6,7-dimethoxy-1,4-dihydroquinoxaline-2,3-dione | 170099-15-7

• 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: 5-acetoxy-6,7-dimethoxy-1,4-dihydroquinoxaline-2,3-dione
• 英文别名: Acetic acid 6,7-dimethoxy-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-5-yl ester；(6,7-dimethoxy-2,3-dioxo-1,4-dihydroquinoxalin-5-yl) acetate
• CAS: 170099-15-7
• 化学式: C₁₂H₁₂N₂O₆
• 分子量: 280.237
• InChiKey: MBSHXQMGWTUMIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-acetoxy-6,7-dimethoxy-1,4-dihydroquinoxaline-2,3-dione 在 sodium hydroxide 、 N₃O⁽¹⁺⁾ 、 TEA 作用下， 以 二氯甲烷 为溶剂， 生成 6,7-dimethoxy-5-phenylacetoxy-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 、 硝酸 作用下， 生成 5-acetoxy-6,7-dimethoxy-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.