6-(benzylamino)-2-isobutyl-1H-benzo[de]isoquinoline-1,3(2H)-dione | 1446339-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-(benzylamino)-2-isobutyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 6-(Benzylamino)-2-(2-methylpropyl)benzo[de]isoquinoline-1,3-dione；6-(benzylamino)-2-(2-methylpropyl)benzo[de]isoquinoline-1,3-dione
• CAS: 1446339-03-2
• 化学式: C₂₃H₂₂N₂O₂
• 分子量: 358.44
• InChiKey: IDFOLJONSUUFOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴-1,8-萘二甲酸酐 在 potassium fluoride on basic alumina 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.08h， 生成 6-(benzylamino)-2-isobutyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Microwave-assisted solvent-free synthesis of fluorescent naphthalimide dyes

  摘要：

  A series of fluorescent naphthalimide dyes were synthesized via aromatic nucleophilic substitution reaction of 4-bromo-N-alkylnaphthalimides with amines, alkoxides and thiols under microwave irradiation. In this procedure an efficient method for C-N, C-O and C-S bond formation via applying appropriate nucleophiles in the presence of KF/Al2O3 under solvent-free conditions is described. Adducts are produced in good to excellent yields and relatively in short times. The optical properties of three dyes as representative derivatives were examined by UV absorption and steady state fluorescence spectroscopy in solvents with different polarity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.04.004

文献信息

• A facile route to functionalized naphthalimide dyes via copper-catalyzed C–N, C–O, and C–S cross-coupling reactions in aqueous medium
  作者：Ghasem Rezanejade Bardajee

  DOI：10.1016/j.tetlet.2013.07.010

  日期：2013.9

  A mild, facile, and efficient synthesis of fluorescent naphthalimide dyes via CuI-catalyzed CN, CO, and CS Ullman-type condensation reactions using amines, alcohols, and thiols is described. The reactions were carried out in the presence of KF/Al2O3 as a mild basic support in water as a green solvent. This protocol tolerates a wide range of functional groups and provides functionalized naphthalimide

  描述了一种温和，简便，有效的合成方法，该方法通过使用胺，醇和硫醇的CuI催化的C N，C O和C S Ullman型缩合反应合成荧光萘二甲酰亚胺染料。反应在作为绿色溶剂的水中作为温和碱性载体的KF / Al 2 O 3的存在下进行。该方案可耐受各种官能团，并能以良好至极佳的产率提供官能化的萘二甲酰亚胺染料。
• Microwave-assisted solvent-free synthesis of fluorescent naphthalimide dyes
  作者：Ghasem R. Bardajee

  DOI：10.1016/j.dyepig.2013.04.004

  日期：2013.10

  A series of fluorescent naphthalimide dyes were synthesized via aromatic nucleophilic substitution reaction of 4-bromo-N-alkylnaphthalimides with amines, alkoxides and thiols under microwave irradiation. In this procedure an efficient method for C-N, C-O and C-S bond formation via applying appropriate nucleophiles in the presence of KF/Al2O3 under solvent-free conditions is described. Adducts are produced in good to excellent yields and relatively in short times. The optical properties of three dyes as representative derivatives were examined by UV absorption and steady state fluorescence spectroscopy in solvents with different polarity. (C) 2013 Elsevier Ltd. All rights reserved.