2-{[(E)-2,6-diisopropylphenylimino]methyl}quinoline-N-oxide | 1059154-33-4

• 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: 2-{[(E)-2,6-diisopropylphenylimino]methyl}quinoline-N-oxide
• CAS: 1059154-33-4
• 化学式: C₂₂H₂₄N₂O
• 分子量: 332.445
• InChiKey: CVKSITANIXOZRP-OEAKJJBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  39.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-{[(E)-2,6-diisopropylphenylimino]methyl}quinoline-N-oxide 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到2-[(2,6-diisopropylphenylamino)methyl]quinoline-N-oxide
  参考文献：
  名称：

  (N-Arylaminomethyl)pyridine-N-oxides: Synthesis and characterization of potential ligand systems and the formation of their N,O-chelate aluminum complexes

  摘要：

  Pyridine-N-oxide-2-carbaldehyde (4a) was converted to the corresponding imine (5a) by treatment with 2,6-diisopropylaniline. Subsequent reduction with a sodium borohydride gave the corresponding ( N-arylaminomethyl) pyridine-N-oxide derivative (6a). A series of analogous compounds was prepared starting from the respective ( aldimino) quinoline-N-oxide ( 4b) or ( ketimino) pyridine-N-oxide ( 10) systems. Deprotonation of the ( aminomethyl) pyridine-N-oxides resulted in a series of unexpected reactions, such as coupling, internal redox reactions or fragmentation. Eventually, the N,O-chelate aluminum complexes ( 22, 23) derived from the ( aminoethyl) pyridine-N-oxide ligand systems could be obtained by treatment of the respective iminopyridine-N-oxides with trimethylaluminum. Many products were characterized by X-ray diffraction. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.05.032
• 作为产物：
  描述：

  2-醛基喹啉氮氧化物 、 2,6-二异丙基苯胺 以 二氯甲烷 为溶剂， 反应 4.0h， 以81%的产率得到2-{[(E)-2,6-diisopropylphenylimino]methyl}quinoline-N-oxide
  参考文献：
  名称：

  (N-Arylaminomethyl)pyridine-N-oxides: Synthesis and characterization of potential ligand systems and the formation of their N,O-chelate aluminum complexes

  摘要：

  Pyridine-N-oxide-2-carbaldehyde (4a) was converted to the corresponding imine (5a) by treatment with 2,6-diisopropylaniline. Subsequent reduction with a sodium borohydride gave the corresponding ( N-arylaminomethyl) pyridine-N-oxide derivative (6a). A series of analogous compounds was prepared starting from the respective ( aldimino) quinoline-N-oxide ( 4b) or ( ketimino) pyridine-N-oxide ( 10) systems. Deprotonation of the ( aminomethyl) pyridine-N-oxides resulted in a series of unexpected reactions, such as coupling, internal redox reactions or fragmentation. Eventually, the N,O-chelate aluminum complexes ( 22, 23) derived from the ( aminoethyl) pyridine-N-oxide ligand systems could be obtained by treatment of the respective iminopyridine-N-oxides with trimethylaluminum. Many products were characterized by X-ray diffraction. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.05.032