3-(4-methylphenyl)-5-[(E)-2-(4-methoxyphenyl)ethenyl]-1,2,4-oxadiazole | 1236970-31-2

• 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-methoxyphenyl)ethenyl]-1,2,4-oxadiazole
• 英文别名: (E)-5-(4-methoxystyryl)-3-(p-tolyl)-1,2,4-oxadiazole；5-[(E)-2-(4-methoxyphenyl)ethenyl]-3-(4-methylphenyl)-1,2,4-oxadiazole
• CAS: 1236970-31-2
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: DDVXGLMIAZCBNW-KPKJPENVSA-N

物化性质

• 熔点：
  120-121 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  475.6±55.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-methylphenyl)-5-[(E)-2-(4-methoxyphenyl)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64%的产率得到3-(4-methylphenyl)-5-[rel-(2R,3S)-3-(4-methoxyphenyl)-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-methoxycinnamoyl chloride 在 potassium carbonate 作用下， 以 苯 为溶剂， 反应 3.0h， 以53%的产率得到3-(4-methylphenyl)-5-[(E)-2-(4-methoxyphenyl)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