N,N-diethyl-5-(4-nitrophenyl)benzo[h][1,6]naphthyridin-2-amine | 1208348-34-8

• 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,N-diethyl-5-(4-nitrophenyl)benzo[h][1,6]naphthyridin-2-amine
• CAS: 1208348-34-8
• 化学式: C₂₂H₂₀N₄O₂
• 分子量: 372.426
• InChiKey: GZTLGPCGDJJVPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-(2-aminophenyl)-N,N-diethylpyridin-2-amine 、 对硝基苯甲醛 在 三氟乙酸 、 水 、 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以95%的产率得到N,N-diethyl-5-(4-nitrophenyl)benzo[h][1,6]naphthyridin-2-amine
  参考文献：
  名称：

  Regioselective intramolecular electrophilic substitution reactions involving π-deficient pyridine substrates: a new entry to pyridoquinazolines and benzo[h][1,6]naphthyridines

  摘要：

  Regioselective intramolecular electrophilic substitution reactions have been described in pi-deficient pyridine substrates tethered at C-2 to the aryl amine. The presence and nature of ring activating groups at C-6 led to the involvement of either N-1 or C-3 of the pyridine ring in the cyclization thereby leading to the regioselective synthesis of pyridoquinazolines and naphthyridines in excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.115

文献信息

• Regioselective intramolecular electrophilic substitution reactions involving π-deficient pyridine substrates: a new entry to pyridoquinazolines and benzo[h][1,6]naphthyridines
  作者：Piyush K. Agarwal、Mohammad Saifuddin、Bijoy Kundu

  DOI：10.1016/j.tet.2009.11.115

  日期：2010.1

  Regioselective intramolecular electrophilic substitution reactions have been described in pi-deficient pyridine substrates tethered at C-2 to the aryl amine. The presence and nature of ring activating groups at C-6 led to the involvement of either N-1 or C-3 of the pyridine ring in the cyclization thereby leading to the regioselective synthesis of pyridoquinazolines and naphthyridines in excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.