N-[3-(p-bromophenyl)-1,2,4-oxadiazol-5-yl]methylphthalimide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-[3-(p-bromophenyl)-1,2,4-oxadiazol-5-yl]methylphthalimide
• 英文别名: 2-[[3-(4-bromophenyl)-1,2,4-oxadiazol-5-yl]methyl]isoindole-1,3-dione
• 化学式: C₁₇H₁₀BrN₃O₃
• 分子量: 384.189
• InChiKey: AXKHTGAPQAURRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  76.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二甲酰甘氨酸 、 (E)-4-溴-N’-羟基苄脒 在 N,N'-二环己基碳二亚胺 作用下， 以 乙二醇二甲醚 为溶剂， 以53%的产率得到N-[3-(p-bromophenyl)-1,2,4-oxadiazol-5-yl]methylphthalimide
  参考文献：
  名称：

  摘要：

  The synthesis, spectroscopic studies and crystal structure of the title compound is described. The crystallographic studies showed that the p-bromophenyl group is very nearly coplanar with the 1,2,4-oxadiazole ring. The nearly planar phthalimide group makes an angle of about 98 degrees with the bromophenyloxadiazole plane. Semi-empirical (AM1) and ab initio (STO-3G, 6-31G) molecular orbital calculations have been carried out for this compound and a comparison of bond angles, bond lengths and torsion angles has been made with the experimental values, which are remarkably close to each other. This compound crystallizes in the monoclinic space group P2(1)/c with a = 13.6299(2), b = 13.9836(2), c = 8.4817(2) Angstrom, beta = 101.9070(10)degrees, V = 1581.79(5) Angstrom(3), and Z = 4.

  DOI：

  10.1023/a:1009525930732