(2E)-2-[cyano(4-methoxyphenyl)methylene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile | 1310815-71-4

• 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: (2E)-2-[cyano(4-methoxyphenyl)methylene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile
• 英文别名: (2E)-2-[cyano(4-methoxyphenyl)methylidene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile；(2E)-2-[cyano-(4-methoxyphenyl)methylidene]-4-hydroxy-3-oxo-1,4-benzoxazine-6,7-dicarbonitrile
• CAS: 1310815-71-4
• 化学式: C₁₉H₁₀N₄O₄
• 分子量: 358.313
• InChiKey: ZCCXHSBCXDXSGU-SDXDJHTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2E)-2-[cyano(4-methoxyphenyl)methylene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以78%的产率得到(2E)-2-[cyano(4-methoxyphenyl)methylene]-4-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile
  参考文献：
  名称：

  Synthesis of Novel Substituted 4-Hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles

  摘要：

  New method has been elaborated for synthesis of novel substituted 4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles by means of activated nucleophilic substitution of the bromine atom in 4-bromo-5-nitrophthalonitrile by treatment of the latter with sodium salts of substituted 3-cyano-2-hydroxy-3-phenyl acrylates followed by reductive cyclisation. The structure of the resulting substituted 4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles has been determined by single crystal X-ray diffraction analysis.

  DOI：

  10.3987/com-10-12128
• 作为产物：
  描述：

  4-溴-5-硝基-1,2-苯二甲腈 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (2E)-2-[cyano(4-methoxyphenyl)methylene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile
  参考文献：
  名称：

  Synthesis of Novel Substituted 4-Hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles

  摘要：

  New method has been elaborated for synthesis of novel substituted 4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles by means of activated nucleophilic substitution of the bromine atom in 4-bromo-5-nitrophthalonitrile by treatment of the latter with sodium salts of substituted 3-cyano-2-hydroxy-3-phenyl acrylates followed by reductive cyclisation. The structure of the resulting substituted 4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles has been determined by single crystal X-ray diffraction analysis.

  DOI：

  10.3987/com-10-12128