ethyl 5,6-dicyano-2-phenyl-1-benzofuran-3-carboxylate | 1192655-90-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: ethyl 5,6-dicyano-2-phenyl-1-benzofuran-3-carboxylate
• CAS: 1192655-90-5
• 化学式: C₁₉H₁₂N₂O₃
• mdl: MFCD18075356
• 分子量: 316.316
• InChiKey: YPAWRUUPUABATJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  87
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5,6-dicyano-2-phenyl-1-benzofuran-3-carboxylate 在 肼 作用下， 以 乙醇 为溶剂， 以73%的产率得到4-hydroxy-5-(3-hydroxy-5-phenyl-1H-pyrazol-4-yl)benzene-1,2-dicarbonitrile
  参考文献：
  名称：

  Formation of 4-hydroxy-5-[aryl(alkyl)-1H-pyrazol-4-yl]benzene-1,2-dicarbonitriles in reactions of benzofurans with hydrazines

  摘要：

  Some regularities are discussed of the reaction between 3-substituted benzofuran-5,6-dicarbonitriles with hydrazines leading to the formation of new 4-hydroxy-5-[aryl(alkyl)-1H-pyrazol-4-yl]-benzene-1,2-dicarbonitriles.

  DOI：

  10.1134/s1070428015050103
• 作为产物：
  描述：

  sodium 3-ethoxy-3-oxo-1-phenylprop-1-en-1-olate 、 4-溴-5-硝基-1,2-苯二甲腈 在 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到ethyl 5,6-dicyano-2-phenyl-1-benzofuran-3-carboxylate
  参考文献：
  名称：

  Synthesis of 5,6-dicyanobenzofurans based on 4-bromo-5-nitrophthalonitrile

  摘要：

  A new stereoselective method for the synthesis of substituted 5,6-dicyanobenzofurans by activated aromatic nucleophilic replacement of a bromine atom and a nitro group in 4-bromo-5-nitrophthalonitrile has been developed.

  DOI：

  10.1016/j.mencom.2009.11.013

文献信息

• Formation of 4-hydroxy-5-[aryl(alkyl)-1H-pyrazol-4-yl]benzene-1,2-dicarbonitriles in reactions of benzofurans with hydrazines
  作者：Zh. V. Chirkova、M. V. Kabanova、D. V. Luferenko、S. I. Filimonov、I. G. Abramov

  DOI：10.1134/s1070428015050103

  日期：2015.5

  Some regularities are discussed of the reaction between 3-substituted benzofuran-5,6-dicarbonitriles with hydrazines leading to the formation of new 4-hydroxy-5-[aryl(alkyl)-1H-pyrazol-4-yl]-benzene-1,2-dicarbonitriles.
• Synthesis of 5,6-dicyanobenzofurans based on 4-bromo-5-nitrophthalonitrile
  作者：Sergei I. Filimonov、Zhanna V. Chirkova、Igor G. Abramov、Alexander S. Shashkov、Sergey I. Firgang、Galina A. Stashina

  DOI：10.1016/j.mencom.2009.11.013

  日期：2009.11

  A new stereoselective method for the synthesis of substituted 5,6-dicyanobenzofurans by activated aromatic nucleophilic replacement of a bromine atom and a nitro group in 4-bromo-5-nitrophthalonitrile has been developed.