3-(4-methoxyphenyl)-5-ethylthio-1,2,4-oxadiazole | 1419180-27-0

• 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-methoxyphenyl)-5-ethylthio-1,2,4-oxadiazole
• 英文别名: 5-Ethylsulfanyl-3-(4-methoxyphenyl)-1,2,4-oxadiazole；5-ethylsulfanyl-3-(4-methoxyphenyl)-1,2,4-oxadiazole
• CAS: 1419180-27-0
• 化学式: C₁₁H₁₂N₂O₂S
• 分子量: 236.294
• InChiKey: QJIJEWFWEARATI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  73.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ALPHA-氯-4-甲氧基苯甲醛肟 在 三乙胺 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 52.0h， 生成 3-(4-methoxyphenyl)-5-ethylthio-1,2,4-oxadiazole
  参考文献：
  名称：

  1,2,4-Oxadiazoles from cycloreversions of oxadiazabicyclo[3.2.0]heptenes: 1-azetines as thiocyanate equivalents

  摘要：

  1,3-Dipolar cycloaddition of nitrile oxides to 4-aryl-2-alkylthio-1-azetines gave a series of oxadiazabicyclo[3.2.0]heptenes as single diastereoisomers. Heating these cycloadducts in toluene resulted in an overall [2+2]-cycloreversion to give 5-alkylthio-3-aryl-1,2,4-oxadiazoles. In this process, the 1-azetine behaves as a thiocyanate equivalent. When the nitrile oxide substituent was 2-azidobenzene, the azide could be converted into a 1,2,3-triazole giving a (1,2,4-oxadiazolo)-(1,2,3-triazolo)-1,2-disubstituted benzene. 1,2,4-Oxadiazoles are sought after in medicinal chemistry and materials sciences. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.007