[2-(4-methoxyphenyl)-5-phenyl-2H-1,2,3-triazol-4-yl]benzamide | 66572-36-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [2-(4-methoxyphenyl)-5-phenyl-2H-1,2,3-triazol-4-yl]benzamide
• 英文别名: N-[2-(4-methoxy-phenyl)-5-phenyl-2H-[1,2,3]triazol-4-yl]-benzamide；N-[2-(4-methoxyphenyl)-5-phenyl-2H-1,3-triazol-4-yl)]benzamide；N-[2-(4-methoxyphenyl)-5-phenyltriazol-4-yl]benzamide
• CAS: 66572-36-9
• 化学式: C₂₂H₁₈N₄O₂
• 分子量: 370.411
• InChiKey: UCVSXARIWNLOPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-benzoyl-5-phenyl-1,2,4-oxadiazole p-methoxyphenylhydrazone 以 乙腈 为溶剂， 反应 18.0h， 以44%的产率得到[2-(4-methoxyphenyl)-5-phenyl-2H-1,2,3-triazol-4-yl]benzamide
  参考文献：
  名称：

  1,2,4-恶二唑衍生物的芳基腙的光化学异构化为相应的三唑†

  摘要：

  研究了Boulton–Katritzky反应的光化学形式，研究了3-苯甲酰基-5-X-1,2,4-恶二唑的芳的行为。对底物结构（芳基hydr的E和/或Z结构，芳基hydr基部分中可能存在取代基以及1,2,4-恶二唑环的C-5处取代基的性质）进行多次修饰的影响对光化学重排过程进行了研究。

  DOI：

  10.1039/c2pp25073j

文献信息

• Buscemi, Silvestre; Frenna, Vincenzo; Vivona, Nicolo, Journal of the Chemical Society. Perkin transactions I, 1993, p. 2491 - 2494
  作者：Buscemi, Silvestre、Frenna, Vincenzo、Vivona, Nicolo、Spinelli, Domenico

  DOI：——

  日期：——
• Frenna, Vincenzo; Vivona, Nicolo; Corrao, Antonino, Journal of Chemical Research, Miniprint, 1981, # 10, p. 3550 - 3578
  作者：Frenna, Vincenzo、Vivona, Nicolo、Corrao, Antonino、Consiglio, Giovanni、Spinelli, Domenico

  DOI：——

  日期：——
• Ru(bpy) 2 Cl 2 : a catalyst able to shift the course of the photorearrangement in the Boulton–Katritzky reaction
  作者：Maurizio D’Auria、Vincenzo Frenna、Magda Monari、Antonio Palumbo-Piccionello、Rocco Racioppi、Domenico Spinelli、Licia Viggiani

  DOI：10.1016/j.tetlet.2015.10.030

  日期：2015.11

  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.
• Frenna, Vincenzo; Vivona, Nicolo; Cannella, Luciano, journal of the chemical society-perkin transactions 2, 1986, p. 1183 - 1188
  作者：Frenna, Vincenzo、Vivona, Nicolo、Cannella, Luciano、Cousiglio, Giovanni、Spinelli, Domenico

  DOI：——

  日期：——