4,5-Dibromo-2-[[4-(trifluoromethyl)phenyl]methyl]triazole | 1248676-30-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,5-Dibromo-2-[[4-(trifluoromethyl)phenyl]methyl]triazole
• 英文别名: 4,5-dibromo-2-[[4-(trifluoromethyl)phenyl]methyl]triazole
• CAS: 1248676-30-3
• 化学式: C₁₀H₆Br₂F₃N₃
• 分子量: 384.981
• InChiKey: QXVRHLQDPGNBQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,5-二溴-2H-1,2,3-三唑 、 1-溴-三氟对二甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4,5-Dibromo-2-[[4-(trifluoromethyl)phenyl]methyl]triazole 、 4,5-Dibromo-1-[[4-(trifluoromethyl)phenyl]methyl]triazole
  参考文献：
  名称：

  General Solution to the Synthesis of N-2-Substituted 1,2,3-Triazoles

  摘要：

  The regioselective N-alkylation of 1,2,3-triazoles 1-6 was studied Good to excellent N-2 selectivity and high chemical yields for N-2-substituted 4,5-dibromotriazoles 7 were obtained with 4,5-dibromo- and 4-bromo-5-trimethylsilyl-1,2,3-triazoles These building blocks can be readily converted to 2-mono-, 2,4-di-, and 2,4,5-polysubstituted triazoles 10-15, providing a general, protective, group-free method for the synthesis of N-2-substituted triazoles. Observed regioselectivities can be rationalized by a combination of Frontier Molecular Orbital, steric, and electrostatic directing effects on the heterocyclic scaffolds

  DOI：

  10.1021/ol101965a

文献信息

• 2-SUBSTITUTED-2H-1, 2, 3-TRIAZOLE DERIVATIVE AND ITS PREPARATION METHOD
  申请人：Jiang Yueheng

  公开号：US20150232431A1

  公开（公告）日：2015-08-20

  Disclosed is a 2-substituted-2H-1,2,3-triazole derivative, a compound as represented by formula I or II. Also disclosed is a preparation method of the compound as represented by formula I or II, in particular to a preparation method of 2-substituted-4-bromo-5-chloro-1H-1,2,3-triazole, 2-substituted-4-bromo-5-iodo-1H-1,2,3-triazole, and 2-substituted-5-chloro-1H-1,2,3-triazole-4-carboxylic acid. The preparation methods of the present invention are simple and feasible, and has high yield of the obtained compounds.

  本发明揭示了一种2-取代的2H-1,2,3-三唑衍生物，一种如式I或II所表示的化合物。本发明还揭示了一种制备如式I或II所示的化合物的制备方法，特别是制备2-取代的4-溴-5-氯-1H-1,2,3-三唑，2-取代的4-溴-5-碘-1H-1,2,3-三唑和2-取代的5-氯-1H-1,2,3-三唑-4-羧酸的制备方法。本发明的制备方法简单可行，获得的化合物产率高。
• [EN] PREPARATION METHOD FOR 1-SUBSTITUTED-4-BROMINE-1H-1,2,3-TRIAZOLE-5-CARBOXYLIC ACID<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN ACIDE CARBOXYLIQUE 1-SUBSTITUÉ-4-BROMURE-1H-1,2,3-TRIAZOLE-5
  申请人：ABA CHEMICALS CORP

  公开号：WO2013127028A1

  公开（公告）日：2013-09-06

  一种1-取代-4-溴-1H-1，2，3-三氮唑-5-羧酸的制备方法，该方法以4，5-二溴-2H-1，2，3-三氮唑为原料，经过若干次反应后得到1-取代-4-溴-1H-1，2，3-三氮唑-5-羧酸。
• 2-SUBSTITUTED-2H-1, 2, 3-TRIAZOLE DERIVATIVE AND PREPARATION METHOD THEREOF
  申请人：ABA Chemicals Corporation

  公开号：EP2889292B1

  公开（公告）日：2020-03-25
• US9586912B2
  申请人：——

  公开号：US9586912B2

  公开（公告）日：2017-03-07
• General Solution to the Synthesis of <i>N</i>-2-Substituted 1,2,3-Triazoles
  作者：Xiao-jun Wang、Li Zhang、Dhileepkumar Krishnamurthy、Chris H. Senanayake、Peter Wipf

  DOI：10.1021/ol101965a

  日期：2010.10.15

  The regioselective N-alkylation of 1,2,3-triazoles 1-6 was studied Good to excellent N-2 selectivity and high chemical yields for N-2-substituted 4,5-dibromotriazoles 7 were obtained with 4,5-dibromo- and 4-bromo-5-trimethylsilyl-1,2,3-triazoles These building blocks can be readily converted to 2-mono-, 2,4-di-, and 2,4,5-polysubstituted triazoles 10-15, providing a general, protective, group-free method for the synthesis of N-2-substituted triazoles. Observed regioselectivities can be rationalized by a combination of Frontier Molecular Orbital, steric, and electrostatic directing effects on the heterocyclic scaffolds