4-dimethylamino-2,8-dimethyl-5-nitroquinoline | 1392408-88-6

• 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: 4-dimethylamino-2,8-dimethyl-5-nitroquinoline
• CAS: 1392408-88-6
• 化学式: C₁₃H₁₅N₃O₂
• 分子量: 245.281
• InChiKey: IZARLEYKZVISOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  59.27
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-dimethylamino-2,8-dimethyl-5-nitroquinoline 在 sodium carbonate decahydrate 、 水 、 铁粉 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 正丁醇 为溶剂， 反应 97.0h， 生成 4,5-bis(dimethylamino)-2,8-dimethylquinoline 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：

  4-氯-2,8-二甲基喹啉 在 硫酸 、 硝酸 作用下， 以 乙醇 为溶剂， 生成 4-dimethylamino-2,8-dimethyl-5-nitroquinoline
  参考文献：
  名称：

  Synthesis of 4,5-Bis(Dimethylamino)Quinolines and the Dual Direction of their Protonation

  摘要：

  A study on the synthesis of derivatives of 4,5-bis(dimethylamino)quinoline, which is a quinoline analog of 1,8-bis(dimethylamino)naphthalene (also known by its trade name Proton Sponge) was carried out. The first two representatives of this series were obtained. Depending on the aggregate state, solvent, and structural features, these compounds may be protonated either at the quinoline heteroatom or peri-NMe2 groups.

  DOI：

  10.1007/s10593-013-1380-4