1-Butyl-4-(3-chloropropyl)triazole | 1318800-24-6

• 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-(3-chloropropyl)triazole
• 英文别名: 1-butyl-4-(3-chloropropyl)triazole
• CAS: 1318800-24-6
• 化学式: C₉H₁₆ClN₃
• 分子量: 201.699
• InChiKey: HGQKNZAULIBEIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Butyl-4-(3-chloropropyl)triazole 在 sodium hydride 、 potassium iodide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Bicyclic 1,2,3-Triazolium Ionic Liquids: Synthesis, Characterization, and Application to Rutaecarpine Synthesis

  摘要：

  Starting with commercial reagents, bicyclic 1,2,3-triazolium ionic liquids [b-3C-tr][NTf(2)] (1) and [b-4C-tr][NTf(2)] (2) were synthesized in four steps with high overall isolated yields of 68% and 76%, respectively. Since the C-5 hydrogen Is acidic, under basic condition ionic liquids 1 and 2 were readily methylated with methyl iodide to afford chemically stable ionic liquids land 8 at room temperature (88% and 82%, respectively). Ionic liquid 1 was used as the ionic solvent to demonstrate its usefulness for the synthesis of rutaecarpine, a natural product.

  DOI：

  10.1021/ol201793v
• 作为产物：
  描述：

  5-氯戊炔 、 n-butylazide 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 生成 1-Butyl-4-(3-chloropropyl)triazole
  参考文献：
  名称：

  Bicyclic 1,2,3-Triazolium Ionic Liquids: Synthesis, Characterization, and Application to Rutaecarpine Synthesis

  摘要：

  Starting with commercial reagents, bicyclic 1,2,3-triazolium ionic liquids [b-3C-tr][NTf(2)] (1) and [b-4C-tr][NTf(2)] (2) were synthesized in four steps with high overall isolated yields of 68% and 76%, respectively. Since the C-5 hydrogen Is acidic, under basic condition ionic liquids 1 and 2 were readily methylated with methyl iodide to afford chemically stable ionic liquids land 8 at room temperature (88% and 82%, respectively). Ionic liquid 1 was used as the ionic solvent to demonstrate its usefulness for the synthesis of rutaecarpine, a natural product.

  DOI：

  10.1021/ol201793v