1-(4-phenoxyphenyl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one | 1196088-54-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-phenoxyphenyl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one
• 英文别名: 1-(4-Phenoxyphenyl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one；1-(4-phenoxyphenyl)-4-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)pyrrolidin-2-one
• CAS: 1196088-54-6
• 化学式: C₁₈H₁₅N₃O₃S
• 分子量: 353.401
• InChiKey: HJCWYOHVNSQGLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  95.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-carboxy-1-(4-phenoxyphenyl)-2-pyrrolidinone hydrazide 、 二硫化碳 在 potassium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 48.0h， 以78%的产率得到1-(4-phenoxyphenyl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis of substituted 1,3,4-oxadiazole derivatives

  摘要：

  Monosubstituted oxadiazoles were synthesized by the reaction of hydrazides with triethyl orthoformate. Their reactions with benzoyl chloride gave benzoylcarbohydrazides, which under the action of thionyl chloride were cyclized to the respective 2,5-disubstituted oxadiazoles. 1-Aryl-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-pyrrolidin-2-ones were synthesized from acid hydrazides using carbon disulfide under basic conditions.

  DOI：

  10.1007/s10593-009-0252-4

文献信息

• Synthesis of substituted 1,3,4-oxadiazole derivatives
  作者：V. Mickevičius、R. Vaickelionienė、B. Sapijanskaitė

  DOI：10.1007/s10593-009-0252-4

  日期：2009.2

  Monosubstituted oxadiazoles were synthesized by the reaction of hydrazides with triethyl orthoformate. Their reactions with benzoyl chloride gave benzoylcarbohydrazides, which under the action of thionyl chloride were cyclized to the respective 2,5-disubstituted oxadiazoles. 1-Aryl-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-pyrrolidin-2-ones were synthesized from acid hydrazides using carbon disulfide under basic conditions.