4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylic acid | 211994-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylic acid
• 英文别名: 4-Methyl-3-oxo-1,4-benzoxazine-2-carboxylic acid
• CAS: 211994-53-5
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: JWZXTNNQQIATOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylic acid 在 potassium fluoride 、 sodium hydride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 benzyl 2-[(ethoxycarbonyl)methyl]-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate
  参考文献：
  名称：

  Selective Alkylation of 3-Oxo-3,4-Dihydro-2H-1,4-Benzoxazine-2-Carboxylates

  摘要：

  Selective N-alkylation of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates is achieved under phase transfer catalysis. Alkylation of 4-alkyl-3-oxo-3,4-dihydro-2H-l,4-benzoxazine-2-carboxylates at position 2 using sodium hydride as a base affords 2,4-dialkyl-3-oxo-3,4-dihydro-2H- 1,4-benzoxazine-2-carboxylates.

  DOI：

  10.1080/00397919808004847
• 作为产物：
  描述：

  ethyl 4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以78%的产率得到4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylic acid
  参考文献：
  名称：

  Selective Alkylation of 3-Oxo-3,4-Dihydro-2H-1,4-Benzoxazine-2-Carboxylates

  摘要：

  Selective N-alkylation of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates is achieved under phase transfer catalysis. Alkylation of 4-alkyl-3-oxo-3,4-dihydro-2H-l,4-benzoxazine-2-carboxylates at position 2 using sodium hydride as a base affords 2,4-dialkyl-3-oxo-3,4-dihydro-2H- 1,4-benzoxazine-2-carboxylates.

  DOI：

  10.1080/00397919808004847

文献信息

• Fast Carbon Isotope Exchange of Carboxylic Acids Enabled by Organic Photoredox Catalysis
  作者：Duanyang Kong、Maxime Munch、Qiqige Qiqige、Christopher J. C. Cooze、Benjamin H. Rotstein、Rylan J. Lundgren

  DOI：10.1021/jacs.0c12819

  日期：2021.2.10

  Carbazole/cyanobenzene photocatalysts promote the direct isotopic carboxylate exchange of C(sp3) acids with labeled CO2. Substrates that are not compatible with transition-metal-catalyzed degradation–reconstruction approaches or prone to thermally induced reversible decarboxylation undergo isotopic incorporation at room temperature in short reaction times. The radiolabeling of drug molecules and precursors

  咔唑/氰基苯光催化剂促进带有标记CO 2的C（sp 3）酸的直接同位素羧酸交换。与过渡金属催化的降解-重建方法不兼容或易于发生热诱导的可逆脱羧作用的底物在室温下会在短时间内经历同位素掺入。证明了用[ 11 C] CO 2对药物分子和前体进行放射性标记。
• Selective Alkylation of 3-Oxo-3,4-Dihydro-2<i>H</i>-1,4-Benzoxazine-2-Carboxylates
  作者：Alenka Rutar、Danijel Kikelj

  DOI：10.1080/00397919808004847

  日期：1998.8

  Selective N-alkylation of 3-oxo-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylates is achieved under phase transfer catalysis. Alkylation of 4-alkyl-3-oxo-3,4-dihydro-2H-l,4-benzoxazine-2-carboxylates at position 2 using sodium hydride as a base affords 2,4-dialkyl-3-oxo-3,4-dihydro-2H- 1,4-benzoxazine-2-carboxylates.