3,5-bis(3-chlorophenyl)-1H-1,2,4-triazole | 100677-40-5

• 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-chlorophenyl)-1H-1,2,4-triazole
• 英文别名: 3,5-bis-(3-chloro-phenyl)-1H-[1,2,4]triazole；3,5-Bis-(3-chlor-phenyl)-1H-[1,2,4]triazol
• CAS: 100677-40-5
• 化学式: C₁₄H₉Cl₂N₃
• 分子量: 290.152
• InChiKey: REPZMTLZEKRIAC-UHFFFAOYSA-N

物化性质

• 沸点：
  506.7±60.0 °C(Predicted)
• 密度：
  1.390±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-chloro-N'-(3′-chlorobenzoyl)benzohydrazide 在 氨 、 zinc(II) chloride 作用下， 生成 3,5-bis(3-chlorophenyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Stolle; Foerster, Journal fur praktische Chemie (Leipzig 1954), 1904, vol. <2> 69, p. 382

  摘要：

  DOI：

文献信息

• I2 mediated one-pot synthesis of 1,2,4-triazoles from amidines and imidates
  作者：Surendra Babu Inturi、Biswajit Kalita、A. Jafar Ahamed

  DOI：10.1016/j.tetlet.2016.04.015

  日期：2016.5

  A one-pot facile synthesis of 3,5-disubstituted-1H-1,2,4-triazole derivatives using I2/Cs2CO3 has been described. The method involves readily available inexpensive reagents and is applicable to a wide range of substrates. The transformation involves one-pot sequential C–N and N–N bond forming reactions with high product yields and selectivity, and offers a new and useful strategy for the synthesis

  已经描述了使用I 2 / Cs 2 CO 3一锅法容易地合成3,5-二取代-1 H -1,2,4-三唑衍生物。该方法涉及容易获得的廉价试剂，并且适用于多种底物。该转化涉及高产率和高选择性的一锅顺序C–N和N–N键形成反应，并为合成3,5-二取代-1 H -1,2,4-提供了新的有用策略三唑衍生物。
• 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.