4-苄基氨基-1H-喹啉-2-酮 | 80356-47-4

• 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
• 中文名称: 4-苄基氨基-1H-喹啉-2-酮
• 英文名称: 4-benzylamino-1H-quinolin-2-one
• 英文别名: 4-Benzylamino-2(1H)-chinolon；4-(benzylamino)-1H-quinolin-2-one
• CAS: 80356-47-4
• 化学式: C₁₆H₁₄N₂O
• 分子量: 250.3
• InChiKey: JWANQKYGFGCYJW-UHFFFAOYSA-N

物化性质

• 熔点：
  250-251 °C(Solv: ethanol (64-17-5))
• 沸点：
  499.7±45.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-苄基氨基-1H-喹啉-2-酮 在 palladium on activated charcoal sodium azide 、 氢气 、 sodium nitrite 作用下， 以 溶剂黄146 为溶剂， 反应 9.25h， 生成 4-叠氮-1H-喹啉-2-酮
  参考文献：
  名称：

  Methoden zur Darstellung von 4-Azido-2(1H)-chinolonen

  摘要：

  DOI：

  10.1007/bf00810876
• 作为产物：
  描述：

  4-benzylamino-2-oxo-1,2-dihydroquinoline-3-carboxylic acid 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 4-苄基氨基-1H-喹啉-2-酮
  参考文献：
  名称：

  4-Hydro-2-quinolones. 192.* relationship of xy structure and analgesic activity of 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives

  摘要：

  Some 4-N-R-2-Oxo-1,2-dihydroquinoline-3-carboxylic acids and their derivatives were synthesized as close structural analogs of the highly-active analgesic 4-benzylamino-2-oxo-1,2-dihydroquinoline-carboxylic acid. Pharmacological testing showed that manifestation of an analgesic effect depends on the presence of a carboxylic group and benzyl fragment in these molecules.

  DOI：

  10.1007/s10593-011-0674-7

文献信息

• 4-Hydroxyquinol-2-ones. 87. Unusual Synthesis of 1-R-4-Hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic Acid Pyridylamides
  作者：I. V. Ukrainets、L. V. Sidorenko、S. V. Slobodzyan、V. B. Rybakov、V. V. Chernyshev

  DOI：10.1007/s10593-005-0296-z

  日期：2005.9
• WO2006/113432
  申请人：——

  公开号：——

  公开（公告）日：——
• Regioselective Azidation of 2,4-Dichloroquinolines
  作者：Waltraud Steinschifter、Wolfgang Stadlbauer

  DOI：10.1002/prac.19943360407

  日期：——

  Reactions of 2,4-dichloroquinolines (2a-f) with sodium azide in DMF lead either regioselectively to 4-azido-2-chloroquinolines (3a-f) or with excess of sodium azide and catalysts to 5-azido-tetrazolo[1,5-a]quinolines (4a-f). 2,4-Dichloroquinolines (2g-i) having electron donating substituents in 3-position react with sodium azide in DMF to a mixture of 4-azido-2-chloroquinolines (3g-i) and 5-chloro-tetrazolo[1,5-a]quinolines (5g-i). When the reaction of the 2,4-dichloroquinolines (2a-i) with sodium azide is carried out in ethanol with addition of methanesulfonic acid, regioselectively 5-chloro-tetrazolo[1,5-a]quinolines (5a-i) are obtained. Structural assignments of 3 and 5 have been carried out by C-13-NMR spectra, IR spectra and degradation reactions of the azido- and tetrazolo group to aminoquinolines (7 and 10) via iminophosphoranes (8 and 9). It could be shown that in 2-azido/tetrazolo-quinolines (4 and 5) the tetrazole ring structure is the dominant species.
• Unexpected Formation of 4-Aminoquinolones from 4-Hydroxyquinolones with Benzylammonium Chloride: A New Synthesis of 3-Substituted 4-Amino-2-quinolones
  作者：Wolfgang Stadlbauer、Thomas Kappe

  DOI：10.1055/s-1981-29620

  日期：——
• STADLBAUER, W.;KAPPE, T., SYNTHESIS, BRD, 1981, N 10, 833-834
  作者：STADLBAUER, W.、KAPPE, T.

  DOI：——

  日期：——