3-Nitro-4-phenylquinoline | 145297-30-9

• 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: 3-Nitro-4-phenylquinoline
• 英文别名: 3-Nitro-4-phenyl-chinolin
• CAS: 145297-30-9
• 化学式: C₁₅H₁₀N₂O₂
• 分子量: 250.257
• InChiKey: FHYUYBWOALVRHW-UHFFFAOYSA-N

物化性质

• 熔点：
  109-110 °C
• 沸点：
  399.6±30.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Nitro-4-phenylquinoline 在 盐酸 、 溶剂黄146 、 tin(ll) chloride 作用下， 生成 4-phenyl-[3]quinolylamine
  参考文献：
  名称：

  664.甲氮酸的反应。第二部分 一些3-氨基lepidines，3-amino-4-arylquinolines和衍生的化合物

  摘要：

  DOI：

  10.1039/jr9510002992
• 作为产物：
  描述：

  {2-[(2-Nitrovinyl)amino]phenyl}(phenyl)methanone 生成 3-Nitro-4-phenylquinoline
  参考文献：
  名称：

  Tawada Hiroyuki, Harcourt Myles, Kawamura Noriaki, Kajino Masahiro, Ishik+, J. Med. Chem, 37 (1994) N 13, S 2079-2084

  摘要：

  DOI：

文献信息

• Palladium-catalysed cross-coupling reactions of arylboronic acids with π-deficient heteroaryl chlorides
  作者：Naji M. Ali、Alexander McKillop、Michael B. Mitchell、Ricardo A. Rebelo、Philip J. Wallbank

  DOI：10.1016/s0040-4020(01)80481-6

  日期：1992.1

  The palladium-catalysed cross-coupling reactions of arylboronic acids with a variety of pi-deficient heteroaryl chlorides proceed in high yield. [1,4-Bis(diphenylphosphino)butane]palladium(II) dichloride was found to be a very satisfactory catalyst for monocyclic heteroaryl chlorides, whereas tetrakis(triphenylphosphine)palladium(O) was found to be excellent for a range of chloroquinoline derivatives.
• C–H Arylation of Pyridines: High Regioselectivity as a Consequence of the Electronic Character of C–H Bonds and Heteroarene Ring
  作者：Pengfei Guo、Jung Min Joo、Souvik Rakshit、Dalibor Sames

  DOI：10.1021/ja206022p

  日期：2011.10.19

  We report a new catalytic protocol for highly selective C-H arylation of pyridines containing common and synthetically versatile electron-withdrawing substituents (NO(2), CN, F and Cl). The new protocol expands the scope of catalytic azine functionalization as the excellent regioselectivity at the 3- and 4-positions well complements the existing methods for C-H arylation and Ir-catalyzed borylation, as well as classical functionalization of pyridines. Another important feature of the new method is its flexibility to adapt to challenging substrates by a simple modification of the carboxylic acid ligand or the use of silver salts. The regioselectivity can be rationalized on the basis of the key electronic effects (repulsion between the nitrogen lone pair and polarized C-Pd bond at C2-/C6-positions and acidity of the C-H bond) in combination with steric effects (sensitivity to bulky substituents).
• 87. Reactions of methazonic acid. Part I. The preparation of 3-nitrolepidines and 3-nitro-4-arylquinolines
  作者：K. Schofield、R. S. Theobald

  DOI：10.1039/jr9500000395

  日期：——
• Tawada Hiroyuki, Harcourt Myles, Kawamura Noriaki, Kajino Masahiro, Ishik+, J. Med. Chem, 37 (1994) N 13, S 2079-2084
  作者：Tawada Hiroyuki, Harcourt Myles, Kawamura Noriaki, Kajino Masahiro, Ishik+

  DOI：——

  日期：——
• 664. Reactions of methazonic acid. Part II. Some 3-aminolepidines, 3-amino-4-arylquinolines, and derived compounds
  作者：K. Schofield、R. S. Theobald

  DOI：10.1039/jr9510002992

  日期：——