5-乙基-1,3-二苯基-1,2,4-三唑 | 1029-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-乙基-1,3-二苯基-1,2,4-三唑
• 英文名称: 5-ethyl-1,3-diphenyl-1H-1,2,4-triazole
• 英文别名: 5-Aethyl-1,3-diphenyl-1,2,4-triazol；5-ethyl-1,3-diphenyl-1,2,4-triazole
• CAS: 1029-38-5
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: LWJYOCSWOVHUES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  1,3-diphenyl-5-vinyl-1,2,4-triazole 在 palladium on activated charcoal 氢气 作用下， 以 乙醚 为溶剂， 生成 5-乙基-1,3-二苯基-1,2,4-三唑
  参考文献：
  名称：

  Formation of 1,2,4-triazoles by cation radical-induced oxidative addition of arylhydrazones of benzaldehyde and butyraldehyde to nitriles

  摘要：

  DOI：

  10.1021/jo00253a029

文献信息

• 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。
• 1,3-dipolar cycloadditions induced by cation radicals. Formation of 1,2,4-triazoles from oxidative addition of 1,4-diphenylazomethane and aryl aldehyde phenylhydrazones to nitriles
  作者：A.K.M.Mansurul Hoque、Albert C. Kovelesky、Lee Wang-Keun、Henry J. Shine

  DOI：10.1016/s0040-4039(01)80911-4

  日期：1985.1

  Reaction of thianthrene cation radical perchlorate (Th.+ClO4−) with 1,4-diphenylazomethane (DPAM) in MeCN and EtCN led to the formation of 1,2,4-triazoles. Triazoles formation is attributed to oxidative cycloaddition of benzaldehyde benzylhydrazone, the tautomer of DPAM, to the solvent nitriles. In confirmation, analogous cycloadditions were achieved by reaction of Th.+ClO4− with some benzaldehyde

  噻蒽阳离子自由基高氯酸盐反应（TH +。 CLO 4 - ）与MeCN和EtCN 1,4- diphenylazomethane（DPAM）导致的1,2,4-三唑的形成。三唑的形成归因于DPAM的互变异构体苯甲醛苄hydr的氧化环加成到溶剂腈中。在确认时，类似的环加成由钍的反应来实现+。 CLO 4 -在相同的溶剂中苯甲醛一些苯腙。
• Electrosynthesis of 1,3,5-trisubstituted 1,2,4-triazoles from phenylhydrazine, aldehydes and amines under mild conditions
  作者：Ling Yuan、Gao-Qing Yuan

  DOI：10.1016/j.tet.2022.132647

  日期：2022.1

  A simple and convenient method for the electrosynthesis of 1,3,5-trisubstituted 1,2,4-triazoles with three components of phenylhydrazine, aldehydes and amines has been established. The electrolysis could be smoothly carried out at room temperature without additional strong oxidants and catalysts to afford the target product in good yields. This electrochemical route effectively extends synthetic field

  建立了苯肼、醛和胺三组分电合成1,3,5-三取代1,2,4-三唑的简便方法。电解可以在室温下顺利进行，无需额外的强氧化剂和催化剂，以良好的收率得到目标产物。该电化学路线有效地扩展了1,2,4-三唑衍生物的合成领域。
• N-Aminations of Benzylamines and Alicyclic Amines with Nitrosoarenes to Hydrazones and Hydrazides
  作者：Anisha Purkait、Chandan K. Jana

  DOI：10.1055/s-0037-1610701

  日期：2019.7

  Unlike other alkylamines, benzylamines upon reaction with a nitrosoarene undergo oxidation to the corresponding imines. A direct amination of benzylamines, which was difficult to achieve due to its facile oxidation, to the corresponding hydrazones is reported. A wide variety of benzylamines and N-heterocycles were reacted with nitrosoarenes to provide structurally diverse hydrazones and hydrazides,

  作为有机合成中的特殊主题胺化反应的一部分发布 抽象的 与其他烷基胺不同，苄基胺与亚硝基芳烃反应后会氧化成相应的亚胺。据报道，由于其易氧化，难以实现苄胺的直接胺化为相应的。使各种苄胺和N-杂环与亚硝基芳烃反应，分别提供结构上不同的和酰肼。而且，直接的N-氨基化反应被用于一锅合成的三唑。 与其他烷基胺不同，苄基胺与亚硝基芳烃反应后会氧化成相应的亚胺。据报道，由于其易氧化，难以实现苄胺的直接胺化为相应的。使各种苄胺和N-杂环与亚硝基芳烃反应，分别提供结构上不同的和酰肼。而且，直接的N-氨基化反应被用于一锅合成的三唑。
• Electrochemical Cyclization of Hydrazones and Amidines To Access Trisubstituted 1,2,4-Triazoles
  作者：Dong Tang、Rui Jiang、Yangxiu Mu、Jing Hou、Yaya Wan、Yu Hong、Zhixiang Yang

  DOI：10.1055/a-2082-0918

  日期：2023.9

  A KI-mediated electrochemical method has been developed for the synthesis of trisubstituted 1,2,4-triazoles from easily accessible hydrazones and amidines derivatives. The protocol provides various aryl and alkyl 1,2,4-triazoles in moderate to good yields with good functional-group tolerance and without the need for any chemical oxidants in an undivided cell.

  开发了一种 KI 介导的电化学方法，用于从易于获得的腙和脒衍生物合成三取代的 1,2,4-三唑。该协议提供各种芳基和烷基 1,2,4-三唑，产量适中，具有良好的官能团耐受性，并且在未分裂的细胞中不需要任何化学氧化剂。