(2E)-2-[cyano(4-methylphenyl)methylene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile | 1310815-70-3

• 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-methylphenyl)methylene]-4-hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitrile
• 英文别名: (2E)-2-[cyano-(4-methylphenyl)methylidene]-4-hydroxy-3-oxo-1,4-benzoxazine-6,7-dicarbonitrile
• CAS: 1310815-70-3
• 化学式: C₁₉H₁₀N₄O₃
• 分子量: 342.313
• InChiKey: KLURFRKXQSDYKT-SDXDJHTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对甲基苯乙腈 在 盐酸 、 sodium hydride 、 tin(ll) chloride 作用下， 以 1,4-二氧六环 、 乙醇 、 正己烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 (2E)-2-[cyano(4-methylphenyl)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

文献信息

• Synthesis of Novel Substituted 4-Hydroxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-6,7-dicarbonitriles
  作者：Sergey I. Filimonov、Zhanna V. Chirkova、Igor G. Abramov、Sergey I. Firgang、Galina A. Stashina、Kyrill Yu. Suponitsky

  DOI：10.3987/com-10-12128

  日期：——

  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.