1-butyl-4,5-dimethyl-1H-imidazole 3-oxide | 1172064-37-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-butyl-4,5-dimethyl-1H-imidazole 3-oxide
• CAS: 1172064-37-7
• 化学式: C₉H₁₆N₂O
• 分子量: 168.239
• InChiKey: PBSXOBKYJVWIAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  31.87
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-butyl-4,5-dimethyl-1H-imidazole 3-oxide 在 草酰氯 、 三乙胺 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以85%的产率得到1-butyl-2-chloro-4,5-dimethyl-1H-imidazole
  参考文献：
  名称：

  氯化咪唑N-氧化物的快速合成方法：2-氯咪唑的合成

  摘要：

  据报道，一种快速，一锅法和室温的方案可从咪唑N-氧化物合成2-氯咪唑。简单地通过三组分反应轻松地从二乙酰基单肟中衍生出的咪唑N-氧化物与草酰氯在玛瑙研钵中和杵在露天中简单混合，即可以优异的收率得到所需的产物。鉴于2-氯咪唑的广泛应用以及文献中已知仅有两种其他方法存在某些缺点，因此本方案可能很重要。

  DOI：

  10.1016/j.tetlet.2017.08.047
• 作为产物：
  描述：

  1,3,5-三丁基-1,3,5-噻嗪烷 、 二乙酰一肟 以 乙醇 为溶剂， 反应 3.0h， 以81%的产率得到1-butyl-4,5-dimethyl-1H-imidazole 3-oxide
  参考文献：
  名称：

  Exploration of 4,5-dimethyl-1H-imidazole N-oxide derivatives in the synthesis of new achiral and chiral ionic liquids

  摘要：

  New 1-alkoxy-3-alkyl-4,5-dimethylimidazolium bromides were synthesized by alkylation of the corresponding 1-alkylimidazole 3-oxides, which were conveniently prepared via condensation of alpha-(hydroxyimino)ketones, primary aliphatic amines, and formaldehyde. By using enantiomerically pure chiral amines, optically active imidazolium Salts were obtained. Treatment with sodium tetrafluoroborate in acetone yielded the corresponding imidazolium tetrafluoroborates. All these compounds, with only one exception, were obtained as oils, which are considered as potential ionic liquids and 'chiral ionic liquids'. The reduction of the chiral or non-chiral 1-alkylimidazole 3-oxides with Raney-Ni, followed by alkylation with alkyl bromides and subsequent ion exchange to tetra fluoroborates, gave the corresponding 1,3-dialkylimidazolium salts, most of them showing properties of ionic liquids. The alkylation of 1-butyl-4,5-dimethylimidazole 3-oxide and the corresponding imidazole, respectively, with 1,3-dibromopropane led to the first bis-imidazolium dibromides and bis-tetrafluoroborates. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.053