phenyl-(4-methyl-6-nitro-quinolin-2-yl)amine | 31128-02-6

• 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: phenyl-(4-methyl-6-nitro-quinolin-2-yl)amine
• 英文别名: 6-Nitro-2-phenylamino-lepidin；6-Nitro-4-methyl-2-anilinochinolin；(4-methyl-6-nitro-quinolin-2-yl)-phenyl-amine；4-methyl-6-nitro-N-phenylquinolin-2-amine
• CAS: 31128-02-6
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: ADVABZTZRDVBRY-UHFFFAOYSA-N

物化性质

• 熔点：
  209 °C
• 沸点：
  471.8±40.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲基-6-硝基喹啉-2-醇 在 三氯氧磷 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 0.75h， 生成 phenyl-(4-methyl-6-nitro-quinolin-2-yl)amine
  参考文献：
  名称：

  Synthesis and Characterization of Alkyl and Aryl‐(4‐methyl‐6‐nitro‐quinolin‐2‐yl)amines: X‐Ray Structures of Ethyl and Cyclohexyl‐(4‐methyl‐6‐nitro‐quinolin‐2‐yl)amine

  摘要：

  We have synthesized and characterized a series of alkyl and aryl-(4-methyl-6-nitro-quinolin-2-yl)amines through a high-yield, three-step procedure starting from 4-methylquinolin-2-ol. Nitration using concentrated nitric/sulfuric acids, followed by chlorination in phosphorus oxychloride, yielded 2-chloro-4-methyl-6-nitroquinoline. All of the intermediates and aminated products have been characterized by multinuclear ((1)H and (13)C) NMR spectroscopy, elemental analysis, and, in the case of the two title compounds (ethyl and cyclohexyl-(4-methyl-6-nitro-quinolin-2-yl)amine), a single crystal X-ray structure was obtained to verify the nature of the new materials.

  DOI：

  10.1081/scc-200066685

文献信息

• Synthesis and Characterization of Alkyl and Aryl‐(4‐methyl‐6‐nitro‐quinolin‐2‐yl)amines: X‐Ray Structures of Ethyl and Cyclohexyl‐(4‐methyl‐6‐nitro‐quinolin‐2‐yl)amine
  作者：Melody R. Heiskell、Martin D. Rudd、Benjamin B. Penn、Jason A. Kautz

  DOI：10.1081/scc-200066685

  日期：2005.8.1

  We have synthesized and characterized a series of alkyl and aryl-(4-methyl-6-nitro-quinolin-2-yl)amines through a high-yield, three-step procedure starting from 4-methylquinolin-2-ol. Nitration using concentrated nitric/sulfuric acids, followed by chlorination in phosphorus oxychloride, yielded 2-chloro-4-methyl-6-nitroquinoline. All of the intermediates and aminated products have been characterized by multinuclear ((1)H and (13)C) NMR spectroscopy, elemental analysis, and, in the case of the two title compounds (ethyl and cyclohexyl-(4-methyl-6-nitro-quinolin-2-yl)amine), a single crystal X-ray structure was obtained to verify the nature of the new materials.