2-acetamido-7-(7-formylbenzofuran-2-yl)-1,8-naphthyridine | 910459-09-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-acetamido-7-(7-formylbenzofuran-2-yl)-1,8-naphthyridine
• 英文别名: N-[7-(7-formyl-1-benzofuran-2-yl)-1,8-naphthyridin-2-yl]acetamide
• CAS: 910459-09-5
• 化学式: C₁₉H₁₃N₃O₃
• 分子量: 331.331
• InChiKey: JHXMVBLXJSIBCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  85.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-acetamido-7-(7-formylbenzofuran-2-yl)-1,8-naphthyridine 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 7.17h， 生成 2-acetamido-7-(7-dodecylaminomethylbenzofuran-2-yl)-1,8-naphthyridine
  参考文献：
  名称：

  Fluorescent Organic Nanoparticles of Benzofuran−Naphthyridine Linked Molecules:  Formation and Fluorescence Enhancement in Aqueous Media

  摘要：

  Enthynyl-linked benzofuran-naphthyridine compounds show high-yield fluorescence with solvatochromic properties. One of the compounds, ABAN, has successfully formed fluorescent organic nanoparticles (FONs), for which the photophysical properties such as the spectral features and intensity are remarkably different from those at the molecular level (solution) and in bulk material. The results are tentatively rationalized by the FONs inducing coplanarization of the benzofuran-naphthyridine molecule to extend its effective conjugation length and hence increase the oscillator strength.

  DOI：

  10.1021/ol061293p
• 作为产物：
  描述：

  2-ethynylsalicylaldehyde 、 N-(7-氯-1,8-萘啶-2-基)乙酰胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以46%的产率得到2-acetamido-7-(7-formylbenzofuran-2-yl)-1,8-naphthyridine
  参考文献：
  名称：

  Fluorescent Organic Nanoparticles of Benzofuran−Naphthyridine Linked Molecules:  Formation and Fluorescence Enhancement in Aqueous Media

  摘要：

  Enthynyl-linked benzofuran-naphthyridine compounds show high-yield fluorescence with solvatochromic properties. One of the compounds, ABAN, has successfully formed fluorescent organic nanoparticles (FONs), for which the photophysical properties such as the spectral features and intensity are remarkably different from those at the molecular level (solution) and in bulk material. The results are tentatively rationalized by the FONs inducing coplanarization of the benzofuran-naphthyridine molecule to extend its effective conjugation length and hence increase the oscillator strength.

  DOI：

  10.1021/ol061293p