N-(2,4-dichlorobenzylidene)quinolin-5-amine

• 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: N-(2,4-dichlorobenzylidene)quinolin-5-amine
• 英文别名: 1-(2,4-dichlorophenyl)-N-quinolin-5-ylmethanimine
• 化学式: C₁₆H₁₀Cl₂N₂
• 分子量: 301.175
• InChiKey: KISOXSHQPUZZJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,4-dichlorobenzylidene)quinolin-5-amine 以 正丁醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of methyl 7-aryl(hetaryl, cyclohexenyl)-10-(1,3-benzodioxol-5-yl)-8-oxo-7,8,9,10,11,12-hexahydro-benzo[b][1,7]phenanthroline-9-carboxylates

  摘要：

  Three-component condensation of quinolin-5-amine with methyl 2-(1,3-benzodioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylates and aromatic aldehydes (or cyclohex-3-ene-1-carbaldehyde) afforded new hexahydrobenzo[b][1,7]phenanthroline derivatives. The condensation in butan-1-ol is strictly regioselective but not stereoselective, so that mixtures of cis- and trans-isomeric methyl 7-aryl(hetaryl, cyclohexenyl)-10-(1,3-benzodioxol-5-yl)-8-oxo-7,8,9,10,11,12-hexahydrobenzo[b][1,7]phenanthroline-9-carboxylates at a ratio of similar to 40: 60% are formed.

  DOI：

  10.1134/s1070428013090157
• 作为产物：
  描述：

  5-氨基喹啉 、 2,4-二氯苯甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以76%的产率得到N-(2,4-dichlorobenzylidene)quinolin-5-amine
  参考文献：
  名称：

  Bano, Bilquees; Abbasi, Sanaullah; Khan, Jalaluddin A. J., Medicinal Chemistry, 2015, vol. 11, # 1, p. 60 - 68

  摘要：

  DOI：

文献信息

• A simple and clean procedure for the synthesis of polyhydroacridine and quinoline derivatives: reaction of Schiff base with 1,3-dicarbonyl compounds in aqueous medium
  作者：Xiang-Shan Wang、Mei-Mei Zhang、Zhao-Sen Zeng、Da-Qing Shi、Shu-Jiang Tu、Xian-Yong Wei、Zhi-Min Zong

  DOI：10.1016/j.tetlet.2005.08.091

  日期：2005.10

  A clean and simple synthesis of benzo[c]acridine, benzo[a]acridine, pyrido[2,3-c]acridine and benzo[f]quinoline derivatives was accomplished in good to excellent yields via the reaction of Schiff base with 1,3-dicarbonyl compounds in aqueous medium catalyzed by TEBA. The structures were characterized by 1H NMR, IR and elemental analysis, and confirmed by X-ray diffraction study.

  通过席夫碱与1的反应，可以很好地收率很好地完成苯并[ c ] ac啶，苯并[ a ] ac啶，吡啶并[2,3- c ] ac啶和苯并[ f ]喹啉衍生物的清洁，简单合成。TEBA催化的水性介质中的3-二羰基化合物。通过1 H NMR，IR和元素分析对结构进行表征，并通过X射线衍射研究证实。
• Bano, Bilquees; Abbasi, Sanaullah; Khan, Jalaluddin A. J., Medicinal Chemistry, 2015, vol. 11, # 1, p. 60 - 68
  作者：Bano, Bilquees、Abbasi, Sanaullah、Khan, Jalaluddin A. J.、Hussain, Shafqat、Rasheed, Saima、Perveen, Shahnaz、Khan, Khalid Mohammed、Choudhary, M. Iqbal

  DOI：——

  日期：——
• Synthesis of methyl 7-aryl(hetaryl, cyclohexenyl)-10-(1,3-benzodioxol-5-yl)-8-oxo-7,8,9,10,11,12-hexahydro-benzo[b][1,7]phenanthroline-9-carboxylates
  作者：N. G. Kozlov、A. B. Tereshko

  DOI：10.1134/s1070428013090157

  日期：2013.9

  Three-component condensation of quinolin-5-amine with methyl 2-(1,3-benzodioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylates and aromatic aldehydes (or cyclohex-3-ene-1-carbaldehyde) afforded new hexahydrobenzo[b][1,7]phenanthroline derivatives. The condensation in butan-1-ol is strictly regioselective but not stereoselective, so that mixtures of cis- and trans-isomeric methyl 7-aryl(hetaryl, cyclohexenyl)-10-(1,3-benzodioxol-5-yl)-8-oxo-7,8,9,10,11,12-hexahydrobenzo[b][1,7]phenanthroline-9-carboxylates at a ratio of similar to 40: 60% are formed.