N-[2-(4-chloro-phenyl)-5-phenyl-2H-[1,2,4]triazol-3-yl]-benzamide | 41814-00-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-[2-(4-chloro-phenyl)-5-phenyl-2H-[1,2,4]triazol-3-yl]-benzamide
• 英文别名: N-[2-(4-chlorophenyl)-5-phenyl-1,2,4-triazol-3-yl]benzamide
• CAS: 41814-00-0
• 化学式: C₂₁H₁₅ClN₄O
• 分子量: 374.829
• InChiKey: BXDYYQASNWLUGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-chloro-N-[[phenyl-(5-phenyl-1,2,4-oxadiazol-3-yl)methylidene]amino]aniline 在 顺-双(2,2-二吡啶)二氯化钌(II) 水合物 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以85%的产率得到N-[2-(4-chloro-phenyl)-5-phenyl-2H-[1,2,4]triazol-3-yl]-benzamide
  参考文献：
  名称：

  Ru(bpy) 2 Cl 2 : a catalyst able to shift the course of the photorearrangement in the Boulton–Katritzky reaction

  摘要：

  The Boulton-Katritzky reaction represents one of the most popular and efficient strategies used to realize azole-into-azole conversions. For example, under different experimental conditions, it allows the rearrangement of Z-arylhydrazones of 3-benzoyl-5-phenyl-1,2,4-oxadiazoles (1) into 2-aryl-4-benzoylamino-5-phenyl-2H-1,2,3-triazoles (2) in very high yields. Moreover, we have recently realized this conversion also by UV-photostimulation. Now we have enlarged the scope of the reaction irradiating with visible or UV light an acetonitrile solution of some Z-arylhydrazones (1a-e) in the presence of catalytic amounts of Ru(bpY)(2)Cl-2. We have observed the unexpected formation of the 1-aryl-5-benzoylamino-3-phenyl-1,2,4-triazoles (3a-e) eventually together with the expected 2a-d in high yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.030