3-tert-butyl-1-(2-nitrophenyl)-1H-1,2,4-triazol-5-amine | 1420066-19-8

• 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-tert-butyl-1-(2-nitrophenyl)-1H-1,2,4-triazol-5-amine
• 英文别名: 5-Tert-butyl-2-(2-nitrophenyl)-1,2,4-triazol-3-amine
• CAS: 1420066-19-8
• 化学式: C₁₂H₁₅N₅O₂
• 分子量: 261.283
• InChiKey: HLOATKDBEQIYDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-5-叔-丁基-1,3,4-噻二唑 、 1-氟-2-硝基苯 在 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 16.0h， 以13%的产率得到3-tert-butyl-1-(2-nitrophenyl)-1H-1,2,4-triazol-5-amine
  参考文献：
  名称：

  Direct access to 1-aryl-5-amino-1,2,4-triazoles and [1,2,4]triazolo[1,5-a]pyridines by two new single-step reactions from 1,3,4-thiadiazol-2-amines

  摘要：

  Two new single-step reactions allowing the construction of two heterocyclic motifs are reported. Both processes involve 5-substituted 1,3,4-thiadiazol-2-amines as starting materials. Reaction with 1-fluoro-2-nitrobenzenes in presence of Hunig's base permitted the convenient synthesis of various 3-substituted 1-aryl-5-amino-1,2,4-triazoles. Reaction with 2-chloro-3-nitropyridines and 2-chloro-5-nitropyridines in similar conditions readily gave access to a number of [1,2,4]triazolo[1,5-a]pyridines. In absence of base, adducts composed by one aromatic unit and two thiadiazole units were formed. This observation and previous work by Anders and co-workers led to the suggestion of plausible mechanisms for these reactions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.101