1-(4-chlorophenyl)-3,5-diphenyl-1H-1,2,4-triazole | 17355-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chlorophenyl)-3,5-diphenyl-1H-1,2,4-triazole
• 英文别名: 1-(4-chloro-phenyl)-3,5-diphenyl-1H-[1,2,4]triazole；1-(4-Chlor-phenyl)-3,5-diphenyl-1H-[1,2,4]triazol；3,5-Diphenyl-1-(4-chlorphenyl)-1H-1,2,4-triazol；1-(4-Chlorophenyl)-3,5-diphenyl-1,2,4-triazole
• CAS: 17355-68-9
• 化学式: C₂₀H₁₄ClN₃
• 分子量: 331.804
• InChiKey: AUWUGSRTFAHXSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1-(4-chlorophenyl)-3,5-diphenyl-1H-1,2,4-triazole 2-oxide 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以90%的产率得到1-(4-chlorophenyl)-3,5-diphenyl-1H-1,2,4-triazole
  参考文献：
  名称：

  Foti, Francesco; Grassi, Giovanni; Risitano, Francesco, Journal of Chemical Research, Miniprint, 1982, # 11, p. 3048 - 3054

  摘要：

  DOI：

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。
• An Electrochemical Way to Generate Amphiphiles from Hydrazones for the Synthesis of 1,2,4‐Triazole Scaffold Cyclic Compounds
  作者：Wangyu Li、Mingteng Xiong、Xiao Liang、Dungai Wang、Heping Zhu、Yuanjiang Pan

  DOI：10.1002/open.202100268

  日期：2022.1

  Electrochemically forming amphiphiles, hydrazones were chosen as bifunctional reagents analogous to 1,3-dicarbonyl compounds. About 70 1,2,4-triazoles have been prepared in moderate to high yields, testifying to the validity and practicality of this strategy. This approach can also be conducted as a one-pot reaction without intermediate treatments for the construction of 1,2,4-triazoles by using phenylhydrazines

  通过电化学形成两亲物，腙被选为类似于 1,3-二羰基化合物的双功能试剂。大约70个1,2,4-三唑类化合物已以中等到高产率制备出来，证明了该策略的有效性和实用性。该方法也可以作为一锅反应进行，无需中间处理，以苯肼、苯甲醛和苄胺为起始原料构建1,2,4-三唑。
• Direct Access to 1,3,5-Trisubstituted 1H-1,2,4-Triazoles from N-Phenylbenzamidines via Copper-Catalyzed Diamination of Aryl Nitriles
  作者：Baohua Chen、Lutao Zhang、Dong Tang、Jing Gao、Jing Wang、Ping Wu、Xu Meng

  DOI：10.1055/s-0035-1562490

  日期：——

  Abstract A copper-catalyzed formation of C–N/N–N bonds using N-phenylbenzamidines with aryl nitriles has been developed and affords a route to 1,3,5-trisubstituted 1H-1,2,4-triazoles in moderate to excellent yields. The method is operationally simple and environmentally benign with a large substrate scope available and represents an economical path for numerous C–N/N–N bond formations. A copper-catalyzed

  摘要 已开发出使用N-苯基苯甲with与芳基腈的铜催化C–N / N–N键形成方法，并为中，优至1,3,5-三取代1 H -1,2,4-三唑的制备提供了途径产量。该方法操作简便，对环境无害，可提供较大的底物范围，代表了许多C–N / N–N键形成的经济途径。 已开发出使用N-苯基苯甲with与芳基腈的铜催化C–N / N–N键形成方法，并为中，优至1,3,5-三取代1 H -1,2,4-三唑的制备提供了途径产量。该方法操作简便，对环境无害，可提供较大的底物范围，代表了许多C–N / N–N键形成的经济途径。
• Organophotoredox‐mediated Formal [3+2]‐Cycloaddition of 2 <i>H</i> ‐Azirines with Aryldiazonium Salts: Direct Access to Trisubstituted 1,2,4‐Triazoles
  作者：Poornima Mishra、Prashant Kumar、Oj Shikhar Srivastava、Namrata Rastogi

  DOI：10.1002/asia.202300007

  日期：——

  work documents an organophotoredox-mediated formal [3+2]-cycloaddition of 2H-azirines with aryl diazonium tetrafluoroborate salts to yield 1,3,5-trisubstituted 1,2,4-triazoles. The reaction furnishes a regioisomeric mixture of 1,2,4-triazoles in case of unsymmetrically substituted azirines. It is noteworthy that aryl radical generation from diazonium salt under visible light photoredox conditions could

  目前的工作记录了有机光氧化还原介导的正式 [3+2]-2 H-氮杂环加成与芳基重氮四氟硼酸盐生成 1,3,5-三取代的 1,2,4-三唑。在不对称取代的氮杂环丙烷的情况下，该反应提供 1,2,4-三唑的区域异构混合物。值得注意的是，通过仔细选择反应条件，可以成功避免在可见光光氧化还原条件下重氮盐产生芳基自由基。
• An electrochemical multicomponent [3 + 1 + 1] annulations to synthesize polysubstituted 1,2,4-triazoles
  作者：Zhiheng Zhao、Yonghui He、Ming Li、Jiazhe Xu、Xiangguang Li、Lizhu Zhang、Lijun Gu

  DOI：10.1016/j.tet.2021.132111

  日期：2021.5