3-(4-methylphenyl)-5-[(E)-2-(4-nitrophenyl)ethenyl]-1,2,4-oxadiazole | 1236970-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4-methylphenyl)-5-[(E)-2-(4-nitrophenyl)ethenyl]-1,2,4-oxadiazole
• 英文别名: 3-(4-Methylphenyl)-5-[(e)-2-(4-nitrophenyl)-ethenyl]-1,2,4-oxadiazole
• CAS: 1236970-32-3
• 化学式: C₁₇H₁₃N₃O₃
• 分子量: 307.309
• InChiKey: NJJIINJOKACZEJ-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-methylphenyl)-5-[(E)-2-(4-nitrophenyl)ethenyl]-1,2,4-oxadiazole 、 氨基邻苯二甲胺 在 lead(IV) tetraacetate 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以34%的产率得到3-(4-methylphenyl)-5-[rel-(2R,3S)-3-(4-nitrophenyl)-1-phthalimidoaziridin-2-yl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Oxidative addition of N-aminophthalimide to styryl-1,2,4-oxadiazoles

  摘要：

  The oxidation of N-aminophthalimide with lead tetraacetate in the presence of 5-[(E)-2-arylethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazoles and 5-(4-methylphenyl)-3-[E)-2-phenyl-ethenyl]-1,2,4-oxadiazole led to the formation of the corresponding (3-aryl-1-phthalimidoaziridin-2-yl)-(4-methylphenyl)-1,2,4-oxadiazoles. In the reaction with 3,5-distyryl-1,2,4-oxadiazole a mixture was obtained of two regioisomeric monoadducts and a diadduct in the ratio 80 : 15: 5; at the use of 3 equiv of the aziridinating reagents only diadduct was isolated as a mixture of two diastereoisomers in the similar to 3 : 2 ratio that were separated by recrystallization.

  DOI：

  10.1134/s1070428010050143
• 作为产物：
  描述：

  4-甲基苯甲酰胺肟 、 p-nitrocinnamoyl chloride 在 potassium carbonate 作用下， 以 苯 为溶剂， 反应 3.0h， 以40%的产率得到3-(4-methylphenyl)-5-[(E)-2-(4-nitrophenyl)ethenyl]-1,2,4-oxadiazole
  参考文献：
  名称：

  Oxidative addition of N-aminophthalimide to styryl-1,2,4-oxadiazoles

  摘要：

  The oxidation of N-aminophthalimide with lead tetraacetate in the presence of 5-[(E)-2-arylethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazoles and 5-(4-methylphenyl)-3-[E)-2-phenyl-ethenyl]-1,2,4-oxadiazole led to the formation of the corresponding (3-aryl-1-phthalimidoaziridin-2-yl)-(4-methylphenyl)-1,2,4-oxadiazoles. In the reaction with 3,5-distyryl-1,2,4-oxadiazole a mixture was obtained of two regioisomeric monoadducts and a diadduct in the ratio 80 : 15: 5; at the use of 3 equiv of the aziridinating reagents only diadduct was isolated as a mixture of two diastereoisomers in the similar to 3 : 2 ratio that were separated by recrystallization.

  DOI：

  10.1134/s1070428010050143