3-(4-nitrophenyl)-5-propyl-4H-1,2,4-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-nitrophenyl)-5-propyl-4H-1,2,4-triazole
• 英文别名: 3-(4-nitrophenyl)-5-propyl-1H-1,2,4-triazole
• 化学式: C₁₁H₁₂N₄O₂
• 分子量: 232.242
• InChiKey: MXINBRKICKJCEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丁脒肟 、 对硝基苯甲腈 在 copper diacetate 、 caesium carbonate 、 sodium sulfate 作用下， 以 二甲基亚砜 、 正丁醇 为溶剂， 反应 24.0h， 以51 mg的产率得到3-(4-nitrophenyl)-5-propyl-4H-1,2,4-triazole
  参考文献：
  名称：

  Copper-Catalyzed One-Pot Synthesis of 1,2,4-Triazoles from Nitriles and Hydroxylamine

  摘要：

  A simple and efficient copper-catalyzed one-pot synthesis of substituted 1,2,4-triazoles through reactions of two nitriles with hydroxylamine has been developed. The protocol uses simple and readily available nitriles and hydroxylamine hydrochloride as the starting materials and inexpensive Cu(OAc)(2) as the catalyst, and the corresponding 1,2,4-triazole derivatives are obtained in moderate to good yields. The reactions include sequential intermolecular addition of hydroxylamine to one nitrile to provide amidoxime, copper-catalyzed treatment of the amidoxime with another nitrile, and intramolecular dehydration/cyclization. This finding provides a new and useful strategy for synthesis of 1,2,4-triazole derivatives.

  DOI：

  10.1021/jo502709t