3-(tert-butyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole | 1426434-10-7

• 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-(tert-butyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole
• 英文别名: 5-tert-butyl-3-(4-chlorophenyl)-1H-1,2,4-triazole
• CAS: 1426434-10-7
• 化学式: C₁₂H₁₄ClN₃
• 分子量: 235.716
• InChiKey: CMGPGCMHQRBYRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三甲基乙腈 在 盐酸羟胺 、 copper diacetate 、 caesium carbonate 、 sodium sulfate 、 三乙胺 作用下， 以 二甲基亚砜 、 叔丁醇 、 正丁醇 为溶剂， 反应 42.0h， 生成 3-(tert-butyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Copper-Catalyzed One-Pot Synthesis of 1,2,4-Triazoles from Nitriles and Hydroxylamine

  摘要：

  A simple and efficient copper-catalyzed one-pot synthesis of substituted 1,2,4-triazoles through reactions of two nitriles with hydroxylamine has been developed. The protocol uses simple and readily available nitriles and hydroxylamine hydrochloride as the starting materials and inexpensive Cu(OAc)(2) as the catalyst, and the corresponding 1,2,4-triazole derivatives are obtained in moderate to good yields. The reactions include sequential intermolecular addition of hydroxylamine to one nitrile to provide amidoxime, copper-catalyzed treatment of the amidoxime with another nitrile, and intramolecular dehydration/cyclization. This finding provides a new and useful strategy for synthesis of 1,2,4-triazole derivatives.

  DOI：

  10.1021/jo502709t

文献信息

• Copper-Catalyzed Synthesis of 1,2,4-Triazoles via Sequential Coupling and Aerobic Oxidative Dehydrogenation of Amidines
  作者：Hua Fu、Hao Xu、Yuyang Jiang

  DOI：10.1055/s-0032-1317692

  日期：——

  efficient, and practical copper-catalyzed one-pot method for the synthesis of 1,2,4-triazoles has been developed via reactions of amidines. The procedure underwent sequential base-promoted intermolecular coupling (nucleophilic substitution) between two amidines and intramolecular aerobic oxidative dehydrogenation, and the inexpensive, convenient, and efficient method for the synthesis of 1,2,4-triazoles

  已经通过脒的反应开发了一种方便、有效和实用的铜催化一锅法合成 1,2,4-三唑。该过程通过两个脒之间的顺序碱基促进分子间偶联（亲核取代）和分子内有氧氧化脱氢，廉价、方便、高效的合成1,2,4-三唑的方法将受到学术界和工业界的广泛关注。研究。