N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1,5-dimethyl-3-nitro-4-propoxy-1H-pyrrol-2-amine | 1417509-40-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1,5-dimethyl-3-nitro-4-propoxy-1H-pyrrol-2-amine
• 英文别名: N-[(6-chloropyridin-3-yl)methyl]-N-ethyl-1,5-dimethyl-3-nitro-4-propoxypyrrol-2-amine
• CAS: 1417509-40-0
• 化学式: C₁₇H₂₃ClN₄O₃
• 分子量: 366.848
• InChiKey: VASLLEFBDWAETA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  76.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙醇 、 5-(((6-chloropyridin-3-yl)methyl)(ethyl)amino)-1,2-dimethyl-4-nitro-2,3-dihydro-1H-pyrrole-2,3-diol 在 aluminum (III) chloride 作用下， 生成 N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1,5-dimethyl-3-nitro-4-propoxy-1H-pyrrol-2-amine
  参考文献：
  名称：

  Pyrrole- and Dihydropyrrole-Fused Neonicotinoids: Design, Synthesis, and Insecticidal Evaluation

  摘要：

  Versatile pyrrole- and dihydropyrrole-fused neonicotinoids were obtained from cyclic and non-cyclic nitroeneamines. Anhydrous aluminum chloride (AlCl3) exhibited high catalytic selectivity for the synthesis of the titled etherified compounds at room temperature and the eliminated products under reflux conditions. The target molecules have been identified on the basis of satisfactory analytical and spectral [H-1 and C-13 nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HAMS), and X-ray] data. All synthesized compounds have been screened for insecticidal activity. The preliminary insecticidal activity results showed that some of the aimed compounds displayed excellent insecticidal activity against cowpea aphids (Aphis craccivora).

  DOI：

  10.1021/jf3044132

文献信息

• Pyrrole- and Dihydropyrrole-Fused Neonicotinoids: Design, Synthesis, and Insecticidal Evaluation
  作者：Zhenjun Ye、Lina Shi、Xusheng Shao、Xiaoyong Xu、Zhiping Xu、Zhong Li

  DOI：10.1021/jf3044132

  日期：2013.1.16

  Versatile pyrrole- and dihydropyrrole-fused neonicotinoids were obtained from cyclic and non-cyclic nitroeneamines. Anhydrous aluminum chloride (AlCl3) exhibited high catalytic selectivity for the synthesis of the titled etherified compounds at room temperature and the eliminated products under reflux conditions. The target molecules have been identified on the basis of satisfactory analytical and spectral [H-1 and C-13 nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HAMS), and X-ray] data. All synthesized compounds have been screened for insecticidal activity. The preliminary insecticidal activity results showed that some of the aimed compounds displayed excellent insecticidal activity against cowpea aphids (Aphis craccivora).