4-pentanoylamino-2,5-diphenyl-1,2,3-triazole | 1006376-74-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-pentanoylamino-2,5-diphenyl-1,2,3-triazole
• 英文别名: N-(2,5-Diphenyl-2H-1,2,3-triazol-4-yl)pentanamide；N-(2,5-diphenyltriazol-4-yl)pentanamide
• CAS: 1006376-74-4
• 化学式: C₁₉H₂₀N₄O
• 分子量: 320.394
• InChiKey: JXZXEHOKCFAPHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  3-benzoyl-5-butyl-1,2,4-oxadiazole (Z)-phenylhydrazone 生成 4-pentanoylamino-2,5-diphenyl-1,2,3-triazole
  参考文献：
  名称：

  On the behaviour of the (Z)-phenylhydrazones of some 5-alkyl-3-benzoyl-1,2,4-oxadiazoles in solution and in the gas phase: kinetic and spectrometric evidence in favour of self-assembly

  摘要：

  Rate constants, k(A,R), for the rearrangement of the (Z)-phenylhydrazones (1a-e) of a series of 5-alkyl-3-benzoyl-1,2,4-oxadiazoles substituted at C(5) with linear alkyl chains of different length (from C-4 up to C-12) into the relevant 4-acylamino-2,5-diphenyl-1,2,3-triazoles (2a-e) have been measured in dioxan/water in the base-catalyzed region (pS(+) 10.5-12.6). For each substrate log k(A,R) are linearly related to pS(+). The significant decrease of the slopes of these straight lines (from 0.96 down to 0.78) upon increasing the length of the linear alkyl chain at C(5) and that of the reactivity (down to 14-26%) upon increasing the substrate concentration suggest a decrease of the polarity of the 'actual' reaction medium and provide indirect evidence of the tendency of the substrates (Z)-1a-e to self-assemble. To confirm the above outcome direct evidence of the formation of self-assemblies in Solution were obtained from H-1 NMR and spectrofluorimetry measurements while ESI-MS experiments point out the presence of aggregated substrates also in the gas phase. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.014