3,5-双(3-甲氧基苯基)-1H-1,2,4-三唑 | 59153-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3,5-双(3-甲氧基苯基)-1H-1,2,4-三唑
• 英文名称: 3,5-bis(3-methoxyphenyl)-4H-1,2,4-triazole
• 英文别名: 1H-1,2,4-Triazole, 3,5-bis(3-methoxyphenyl)-；3,5-bis(3-methoxyphenyl)-1H-1,2,4-triazole
• CAS: 59153-22-9
• 化学式: C₁₆H₁₅N₃O₂
• 分子量: 281.314
• InChiKey: VAZVNPVVBGDFQN-UHFFFAOYSA-N

物化性质

• 沸点：
  516.9±60.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲氧基苯甲脒盐酸盐 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67%的产率得到3,5-双(3-甲氧基苯基)-1H-1,2,4-三唑
  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

• An improved procedure for the deamination of symmetrical 3,5-disubstituted 4-amino-1,2,4-triazoles
  作者：Fouad Bentiss、Michel Lagrenee、Hervéa Vezin、Marya Bouanis、Bouchaib Mernari

  DOI：10.1002/jhet.5570390113

  日期：2002.1

  A number of symmetrical 3,5-disubstituted-4H-1,2,4-triazoles have been synthesized in good yields by deamination of the corresponding 4-amino-1,2,4-triazoles via reductive diazotation of these amino compounds in the presence of hypophosphorous acid. Analytical, spectral data and theoretical calculations confirmed the structures of the new triazole derivatives.

  通过将相应的4-氨基-1,2,4-三唑经氨基化合物的还原重氮化反应，将相应的4-氨基-1,2,4-三唑进行脱氨基反应，以高收率合成了许多对称的3,5-二取代-4 H -1,2,4-三唑。次磷酸的存在。分析，光谱数据和理论计算证实了新的三唑衍生物的结构。
• 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.

表征谱图