3,5-bis(3,5-bis(trifluoromethyl)phenyl)-4H-1,2,4-triazole | 1560751-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,5-bis(3,5-bis(trifluoromethyl)phenyl)-4H-1,2,4-triazole
• 英文别名: 3,5-bis[3,5-bis(trifluoromethyl)phenyl]-1H-1,2,4-triazole
• CAS: 1560751-34-9
• 化学式: C₁₈H₇F₁₂N₃
• 分子量: 493.255
• InChiKey: JDCNZDVUGOJSON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  3,5-二(三氟甲基)苯甲胺盐酸盐 在 1,10-菲罗啉 、 copper diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以75%的产率得到3,5-bis(3,5-bis(trifluoromethyl)phenyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Copper-Mediated Sequential C–N and N–N Bond Formation: Facile Synthesis of Symmetrical 1,2,4-Triazoles

  摘要：

  Via a one-pot process, catalyzed by Cu(OAc)(2), a series of 3,5-disubstituted 4H-1,2,4-triazoles was conveniently and efficiently synthesized by using low-toxicity, stable, readily available, inexpensive amidine hydrochloride.

  DOI：

  10.1055/s-0033-1338985

文献信息

• Facile synthesis of 3,5-diaryl-1,2,4-triazoles via copper-catalyzed domino nucleophilic substitution/oxidative cyclization using amidines or imidates as substrates
  作者：Kavitha Sudheendran、Dietmar Schmidt、Wolfgang Frey、Jürgen Conrad、Uwe Beifuss

  DOI：10.1016/j.tet.2014.01.019

  日期：2014.2

  Two methods for the synthesis of 3,5-diaryl-1,2,4-triazoles, both domino reactions, are reported. The first procedure, the Cu(OTf)(2)-catalyzed reaction between two amidines using NaHCO3 as a base, 1,10-phenanthroline as an additive and K-3[Fe(CN)(6)]/atmospheric oxygen as the oxidant, delivers 3,5-diaryl-1,2,4-triazoles with yields up to 68%. The second procedure for the synthesis of 3,5-diaryl-1,2,4-triazoles with yields up to 64% rests on the Cu(OTf)(2)-catalyzed reaction between two imidates and ammonium carbonate. This method features the formation of three bonds in a single synthetic step. (C) 2014 Elsevier Ltd. All rights reserved.