3-(2-thiophenyl)iminocoumarin

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(2-thiophenyl)iminocoumarin
• 英文别名: 3-(2-thienyl)iminocoumarine；3-Thiophen-2-ylchromen-2-imine
• 化学式: C₁₃H₉NOS
• 分子量: 227.287
• InChiKey: WYUFWYPMPJQTOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  己二酰氯 、 3-(2-thiophenyl)iminocoumarin 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以83%的产率得到N,N'-bis(3-thiophen-2-ylchromen-2-ylidene)hexanediamide
  参考文献：
  名称：

  Novel Synthesis of Bis-Iminocoumarins

  摘要：

  Reaction of 3-aryl iminocoumarins with diacid chlorides as C-electrophilic reagents under mild conditions novel bis-iminocoumarins in good yields. When the reaction was performed with alkylene dibromides by heating them in toluene in the presence of IRA 900 resin, bis-ether compounds were obtained by way opening the pyranic ring. The structures of the product obtained were characterized by Fourier transform infrared, H-1 NMR, C-13 NMR, and elemental analysis.

  DOI：

  10.1080/00397911.2010.531370
• 作为产物：
  描述：

  2-噻吩乙腈 、 邻甲基苄醇 在 IRA 900 resin 作用下， 以 环己烷 为溶剂， 反应 11.0h， 以69%的产率得到3-(2-thiophenyl)iminocoumarin
  参考文献：
  名称：

  离子交换树脂催化施密特反应合成新双亚氨基香豆素

  摘要：

  摘要 提出了一种合成双亚氨基香豆素的新路线，该路线包括由2-羟基苯甲醛与芳基乙腈反应并与芳香二胺偶联合成亚氨基香豆素。在该合成的两个步骤中都使用离子交换树脂作为催化剂。在 80°C 下使用 Amberlyst 15 树脂在环己烷中改变并获得反应参数。

  DOI：

  10.1081/scc-120020190

文献信息

• Novel Synthesis of Bis-Iminocoumarins
  作者：H. Ammar、S. Abid、Y. Le Bigot、R. El Gharbi

  DOI：10.1080/00397911.2010.531370

  日期：2012.3.15

  Reaction of 3-aryl iminocoumarins with diacid chlorides as C-electrophilic reagents under mild conditions novel bis-iminocoumarins in good yields. When the reaction was performed with alkylene dibromides by heating them in toluene in the presence of IRA 900 resin, bis-ether compounds were obtained by way opening the pyranic ring. The structures of the product obtained were characterized by Fourier transform infrared, H-1 NMR, C-13 NMR, and elemental analysis.
• Synthesis of New<i>bis</i>-Iminocoumarins by Schmidt Reaction Catalyzed by Ion-Exchange Resins
  作者：Houcine Ammar、Mehdi Fakhfakh、Yves Le Bigot、Rachid El Gharbi

  DOI：10.1081/scc-120020190

  日期：2003.6

  Abstract A new synthetic route to bis-iminocoumarins is proposed which involves the synthesis of iminocoumarins from reaction of 2-hydroxybenzaldehydes with arylacetonitriles and their coupling with aromatic diamines. Ion-exchange resins were used as catalysts in both steps of this synthesis. The reaction parameters were varied and obtained using Amberlyst 15 resin in cyclohexane at 80°C.

  摘要 提出了一种合成双亚氨基香豆素的新路线，该路线包括由2-羟基苯甲醛与芳基乙腈反应并与芳香二胺偶联合成亚氨基香豆素。在该合成的两个步骤中都使用离子交换树脂作为催化剂。在 80°C 下使用 Amberlyst 15 树脂在环己烷中改变并获得反应参数。