N-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzyl]-N,N-diethylethanaminium chloride | 1350629-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzyl]-N,N-diethylethanaminium chloride
• CAS: 1350629-91-2
• 化学式: C₁₈H₂₇N₄O₂*Cl
• 分子量: 366.891
• InChiKey: DIHOYDLHCWBMBZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.68
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  60.96
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzyl]-N,N-diethylethanaminium chloride 在 2-硝基丙烷钠盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以22%的产率得到4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzaldehyde
  参考文献：
  名称：

  Long distance-SRN1 in nitroimidazole series favored by temperature

  摘要：

  New reductive alkylating agents in 4- and 5-nitroimidazole series produce exclusively O-alkylation with nitronate anions under classical S(RN)1 conditions at room temperature. Electron-transfer C-alkylation is observed under microwave irradiation or under conventional heating. Furthermore, X-ray spectroscopy shows that the dihedral angles between the phenyl and imidazole rings for the two series are different, which could greatly influence reactivity in 4- and 5-nitroimidazole series. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.096
• 作为产物：
  描述：

  4-羟甲基苯硼酸 在 四(三苯基膦)钯 、 氯化亚砜 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 丙酮 为溶剂， 反应 40.5h， 生成 N-[4-(1,2-dimethyl-5-nitro-1H-imidazol-4-yl)benzyl]-N,N-diethylethanaminium chloride
  参考文献：
  名称：

  Long distance-SRN1 in nitroimidazole series favored by temperature

  摘要：

  New reductive alkylating agents in 4- and 5-nitroimidazole series produce exclusively O-alkylation with nitronate anions under classical S(RN)1 conditions at room temperature. Electron-transfer C-alkylation is observed under microwave irradiation or under conventional heating. Furthermore, X-ray spectroscopy shows that the dihedral angles between the phenyl and imidazole rings for the two series are different, which could greatly influence reactivity in 4- and 5-nitroimidazole series. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.096