5-Methyl-1-phenyl-3-p-tolyl-1H-[1,2,4]triazole | 104936-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Methyl-1-phenyl-3-p-tolyl-1H-[1,2,4]triazole
• 英文别名: 5-Methyl-3-(4-methylphenyl)-1-phenyl-1,2,4-triazole
• CAS: 104936-69-8
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: CGEGCQGYPZAKCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  4-甲苯甲酰氯苯基腙 、 乙腈 在 ytterbium(III) triflate 作用下， 以 氯苯 为溶剂， 反应 4.0h， 以83%的产率得到5-Methyl-1-phenyl-3-p-tolyl-1H-[1,2,4]triazole
  参考文献：
  名称：

  Novel Process for Synthesis of 1,2,4‐Triazoles: Ytterbium Triflate–Catalyzed Cyclization of Hydrazonyl Chlorides with Nitriles

  摘要：

  A series of 1,3,5-trisubstituted 1,2,4-triazoles were synthesized via the intermolecular cyclization of hydrazonyl chlorides with nitriles catalyzed by ytterbium triflate [Yb(OTf)(3)]. The amount of catalysis was discussed and Yb(OTf)(3) could be reused without loss of activity.

  DOI：

  10.1081/scc-200057976

文献信息

• 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。
• 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。
• HOQUE, A. K. M. M.;KOVELESKY, A. C.;LEE, WANG-KEUN;SHINE, H. J., TETRAHEDRON LETT., 1985, 26, N 46, 5655-5658
  作者：HOQUE, A. K. M. M.、KOVELESKY, A. C.、LEE, WANG-KEUN、SHINE, H. J.

  DOI：——

  日期：——