6-aminomethylcoumarin | 927173-90-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-aminomethylcoumarin
• 英文别名: 6-(aminomethyl)-2H-chromen-2-one；6-(aminomethyl)chromen-2-one
• CAS: 927173-90-8
• 化学式: C₁₀H₉NO₂
• 分子量: 175.187
• InChiKey: MXXNUQUOHJMQEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-aminomethylcoumarin 、 硫代异氰酸苯酯 在 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到1-[(2-Oxochromen-6-yl)methyl]-3-phenylthiourea
  参考文献：
  名称：

  Colorimetric and fluorescence sensing of anions using thiourea based coumarin receptors

  摘要：

  Thiourea-containing coumarins 1, 2 have been designed and synthesized via reaction of 6-aminomethylcoumarin and the corresponding isothiocyanates. Their anion-binding ability has been examined using UV-vis, fluorescence and H-1 NMR. The anion recognition takes place through charge neutral thiourea receptor sites with concomitant fluorescence quenching of the coumarin moiety with 1 showing a strong binding to C6H5COO- over F- with a distinct change in color. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.035
• 作为产物：
  描述：

  N-[(2-oxochromen-6-yl)methyl]acetamide 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以80%的产率得到6-aminomethylcoumarin
  参考文献：
  名称：

  Colorimetric and fluorescence sensing of anions using thiourea based coumarin receptors

  摘要：

  Thiourea-containing coumarins 1, 2 have been designed and synthesized via reaction of 6-aminomethylcoumarin and the corresponding isothiocyanates. Their anion-binding ability has been examined using UV-vis, fluorescence and H-1 NMR. The anion recognition takes place through charge neutral thiourea receptor sites with concomitant fluorescence quenching of the coumarin moiety with 1 showing a strong binding to C6H5COO- over F- with a distinct change in color. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.035

文献信息

• Colorimetric and fluorescence sensing of anions using thiourea based coumarin receptors
  作者：Kumaresh Ghosh、Suman Adhikari

  DOI：10.1016/j.tetlet.2006.09.035

  日期：2006.11

  Thiourea-containing coumarins 1, 2 have been designed and synthesized via reaction of 6-aminomethylcoumarin and the corresponding isothiocyanates. Their anion-binding ability has been examined using UV-vis, fluorescence and H-1 NMR. The anion recognition takes place through charge neutral thiourea receptor sites with concomitant fluorescence quenching of the coumarin moiety with 1 showing a strong binding to C6H5COO- over F- with a distinct change in color. (c) 2006 Elsevier Ltd. All rights reserved.