4-[2]quinolylmethylenamino-benzoic acid | 24640-93-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-[2]quinolylmethylenamino-benzoic acid
• 英文别名: (E)-4-((quinolin-2-ylmethylene)amino)benzoic acid；4-[2]Chinolylmethylenamino-benzoesaeure
• CAS: 24640-93-5
• 化学式: C₁₇H₁₂N₂O₂
• 分子量: 276.294
• InChiKey: WOZWUWZYIHTHAX-WOJGMQOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.55
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 4-[2]quinolylmethylenamino-benzoic acid 以 甲醇 为溶剂， 反应 20.0h， 以91.9%的产率得到[Ru(p-cymene)Cl((E)-4-((quinolin-2-ylmethylene)amino)benzoic acid)]Cl
  参考文献：
  名称：

  Highly selective and efficient solvent-free transformation of bio-derived levulinic acid to γ-valerolactone by Ru(II) arene catalyst precursors

  摘要：

  The selective and efficient solvent-free hydrogenation of bio-based levulinic acid (LA) to gamma-valerolactone (GVL) was achieved with new pyridylimine ruthenium(II) complexes as catalyst precursors. The hydrogenation reactions were performed in the presence of formic acid as hydrogen source using a catalyst loading as low as 0.1 mol % with potassium hydroxide or triethylamine (Et3N). 4-Hydroxyvaleric acid (HVA) was produced only when KOH was used, whereas reactions involving Et3N were selective to GVL. At 150 degrees C, > 96% LA conversions were achieved with 100% GVL selectivity. Recyclability of catalyst precursors was demonstrated by running three consecutive reactions where 100% conversion and selectivity was maintained. In-situ NMR studies show that hydrogen gas is formed by the decomposition of formic acid to carbon dioxide and hydrogen. Ru-hydride species have been detected, by H-1 NMR, and are believed to be the catalytically active species, and a mechanism of the reaction has been proposed.

  DOI：

  10.1016/j.ica.2018.06.050
• 作为产物：
  描述：

  喹啉-2-甲醛 、 对氨基苯甲酸 以 乙醇 为溶剂， 反应 0.17h， 以56%的产率得到4-[2]quinolylmethylenamino-benzoic acid
  参考文献：
  名称：

  Hagen; Dove; Morgenstern, Pharmazie, 1983, vol. 38, # 7, p. 437 - 439

  摘要：

  DOI：

文献信息

• Synthese einiger neuer Hydrazone des Cyanessigsäurehydrazids und Isonicotinsäurehydrazids. 8. Mitteilung über Synthese tuberkulostatischer Substanzen
  作者：Josef Klosa

  DOI：10.1002/ardp.19562890404

  日期：——
• HAGEN, V.;DOVE, B.;MORGENSTERN, E.;LABES, D.;GOERES, E.;TOMASCHEWSKI, G.;+, PHARMAZIE, 1983, 38, N 7, 437-439
  作者：HAGEN, V.、DOVE, B.、MORGENSTERN, E.、LABES, D.、GOERES, E.、TOMASCHEWSKI, G.、+

  DOI：——

  日期：——