3,5-diphenyl-1-(m-tolyl)-1H-1,2,4-triazole | 1376268-50-6

• 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-diphenyl-1-(m-tolyl)-1H-1,2,4-triazole
• 英文别名: 1-(3-Methylphenyl)-3,5-diphenyl-1,2,4-triazole
• CAS: 1376268-50-6
• 化学式: C₂₁H₁₇N₃
• 分子量: 311.386
• InChiKey: ZMORJIRZZLIFEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 copper(II) acetate monohydrate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以59.2 mg的产率得到3,5-diphenyl-1-(m-tolyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Copper(II)-Catalyzed Aerobic Oxidative Synthesis of Substituted 1,2,3- and 1,2,4-Triazoles from Bisarylhydrazones via C–H Functionalization/C–C/N–N/C–N Bonds Formation

  摘要：

  An unprecedented copper(II)-catalyzed aerobic oxidative synthesis of 2,4,5-triary1-1,2,3-triazoles and 1,3,5-triaryl-1,2,4-triazoles from bisarylhydrazones as the common starting precursor has been achieved via cascade C-H functionalization/C-C/N-N/C-N bonds formation under mild reaction conditions. One of the enthralling outcomes of this strategy is the copper(II)-catalyzed room temperature C-H functionalization/C-N bond formation in presence of air, which has been accomplished during the synthesis of substituted 1,2,4-triazoles. This new class of compounds could give prospective luminescence as an iconic component in the area of pharmaceutical and biological sciences. The intermediates for both the processes have been isolated to elucidate the mechanistic scenario.

  DOI：

  10.1021/jo300592t

文献信息

• A practical base mediated synthesis of 1,2,4-triazoles enabled by a deamination annulation strategy
  作者：Chunyan Zhang、Zuyu Liang、Xiaofei Jia、Maorong Wang、Guoying Zhang、Mao-Lin Hu

  DOI：10.1039/d0cc05828a

  日期：——

  A rapid and efficient base mediated synthesis of 1,3,5-trisubstituted 1,2,4-triazoles has been developed from annulation of nitriles with hydrazines, which can be scaled up to a wide range of triazoles in good to excellent yields. Ammonia gas is liberated during the reaction, and halo, hetero functional groups as well as free hydroxyl, amino are tolerated in this transformation. A variety of alkyl

  通过腈与肼的环合反应，已经开发出一种快速，有效的碱介导的1,3,5-三取代的1,2,4-三唑合成方法，该方法可按比例放大至各种三唑，且收率良好至优异。在反应过程中释放出氨气，并且在这种转化过程中，卤素，杂官能团以及游离羟基，氨基都可以被吸收。可以使用此程序将各种烷基，芳基取代的腈用芳香族和脂肪族肼官能化。这一发现为合成各种15N标记的1,2,4-三唑衍生物提供了一种实用且有用的策略，两种类型的mGlu5受体药物可以很容易地以一锅方式组装。