2-[1-(2,6-二氟苯基)亚乙基]丙二腈 | 917590-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[1-(2,6-二氟苯基)亚乙基]丙二腈
• 英文名称: 2-[1-(2,6-difluorophenyl)ethylidene]-malononitrile
• 英文别名: [1-(2,6-Difluorophenyl)ethylidene]propanedinitrile；2-[1-(2,6-difluorophenyl)ethylidene]propanedinitrile
• CAS: 917590-51-3
• 化学式: C₁₁H₆F₂N₂
• 分子量: 204.179
• InChiKey: BJZUYHNYCBRYCH-UHFFFAOYSA-N

物化性质

• 熔点：
  80-81 °C(Solv: heptane (142-82-5))
• 沸点：
  278.6±35.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[1-(2,6-二氟苯基)亚乙基]丙二腈 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 以58%的产率得到2-氨基-4-(2,6-二氟苯基)噻吩-3-甲腈
  参考文献：
  名称：

  New conditions for the synthesis of thiophenes via the Knoevenagel/Gewald reaction sequence. Application to the synthesis of a multitargeted kinase inhibitor

  摘要：

  Novel conditions have been developed for the preparation of substituted 2-aminothiophenes employing the Knoevenagel condensation followed by the Gewald reaction. The benefits of these conditions are their mildness, and the ease of product isolation. Thus, the Knoevenagel condensation is run in the presence of hexamethyldisilazane and acetic acid, which combine to perform the roles of desiccant, and catalyst. The Gewald reaction is performed with inorganic base in THF/water, which suppresses byproduct formation. This process has been employed in the total synthesis of a multitargeted kinase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.008
• 作为产物：
  描述：

  2,6-二氟苯乙酮 、 丙二腈 在 溶剂黄146 、 六甲基二硅氮烷 作用下， 以63.5%的产率得到2-[1-(2,6-二氟苯基)亚乙基]丙二腈
  参考文献：
  名称：

  New conditions for the synthesis of thiophenes via the Knoevenagel/Gewald reaction sequence. Application to the synthesis of a multitargeted kinase inhibitor

  摘要：

  Novel conditions have been developed for the preparation of substituted 2-aminothiophenes employing the Knoevenagel condensation followed by the Gewald reaction. The benefits of these conditions are their mildness, and the ease of product isolation. Thus, the Knoevenagel condensation is run in the presence of hexamethyldisilazane and acetic acid, which combine to perform the roles of desiccant, and catalyst. The Gewald reaction is performed with inorganic base in THF/water, which suppresses byproduct formation. This process has been employed in the total synthesis of a multitargeted kinase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.008

文献信息

• New conditions for the synthesis of thiophenes via the Knoevenagel/Gewald reaction sequence. Application to the synthesis of a multitargeted kinase inhibitor
  作者：David M. Barnes、Anthony R. Haight、Thomas Hameury、Maureen A. McLaughlin、Jianzhang Mei、Jason S. Tedrow、Joan Dalla Riva Toma

  DOI：10.1016/j.tet.2006.07.008

  日期：2006.12

  Novel conditions have been developed for the preparation of substituted 2-aminothiophenes employing the Knoevenagel condensation followed by the Gewald reaction. The benefits of these conditions are their mildness, and the ease of product isolation. Thus, the Knoevenagel condensation is run in the presence of hexamethyldisilazane and acetic acid, which combine to perform the roles of desiccant, and catalyst. The Gewald reaction is performed with inorganic base in THF/water, which suppresses byproduct formation. This process has been employed in the total synthesis of a multitargeted kinase inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.