5-amino-2,4-dichloro-8-methylquinoline | 1392408-86-4

• 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: 5-amino-2,4-dichloro-8-methylquinoline
• CAS: 1392408-86-4
• 化学式: C₁₀H₈Cl₂N₂
• 分子量: 227.093
• InChiKey: FWKMIUVLCROKGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.91
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-amino-2,4-dichloro-8-methylquinoline 在 sodium carbonate decahydrate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 106.0h， 生成 2,4,5-tris(dimethylamino)-8-methylquinolinium monopicrate
  参考文献：
  名称：

  4,5-Bis(dimethylamino)quinolines: Proton Sponge versus Azine Behavior

  摘要：

  Two first representatives, 5 and 6, of the still unknown 4,5-bis(dimethylamino)quinoline have been synthesized and studied. While the former, being protonated either at the peri-NMe2 groups or at the ring nitrogen, has been shown to display properties of both a proton sponge and azine, its counterpart 6 behaves exclusively as azine giving only a quinolinium salt.

  DOI：

  10.1021/ol301777s
• 作为产物：
  描述：

  2,4-dichloro-8-methyl-5-nitroquinoline 在 水 、 铁粉 、 溶剂黄146 作用下， 以 正丁醇 为溶剂， 反应 5.0h， 以59%的产率得到5-amino-2,4-dichloro-8-methylquinoline
  参考文献：
  名称：

  4,5-Bis(dimethylamino)quinolines: Proton Sponge versus Azine Behavior

  摘要：

  Two first representatives, 5 and 6, of the still unknown 4,5-bis(dimethylamino)quinoline have been synthesized and studied. While the former, being protonated either at the peri-NMe2 groups or at the ring nitrogen, has been shown to display properties of both a proton sponge and azine, its counterpart 6 behaves exclusively as azine giving only a quinolinium salt.

  DOI：

  10.1021/ol301777s

文献信息

• 4,5-Bis(dimethylamino)quinolines: Proton Sponge versus Azine Behavior
  作者：Olga V. Dyablo、Elena A. Shmoilova、Alexander F. Pozharskii、Valery A. Ozeryanskii、Oleg N. Burov、Zoya A. Starikova

  DOI：10.1021/ol301777s

  日期：2012.8.17

  Two first representatives, 5 and 6, of the still unknown 4,5-bis(dimethylamino)quinoline have been synthesized and studied. While the former, being protonated either at the peri-NMe2 groups or at the ring nitrogen, has been shown to display properties of both a proton sponge and azine, its counterpart 6 behaves exclusively as azine giving only a quinolinium salt.