1-(4-chlorophenyl)-4-(4,5-dihydro-5-thioxo-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one | 931938-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(4-chlorophenyl)-4-(4,5-dihydro-5-thioxo-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one
• 英文别名: 1-(4-chlorophenyl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one；1-(4-Chlorophenyl)-4-(5-sulfanyl-1,3,4-oxadiazol-2-YL)pyrrolidin-2-one；1-(4-chlorophenyl)-4-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)pyrrolidin-2-one
• CAS: 931938-76-0
• 化学式: C₁₂H₁₀ClN₃O₂S
• 分子量: 295.749
• InChiKey: IZIVVLIXQRXJBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  86
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-4-(4,5-dihydro-5-thioxo-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one 在 盐酸 、 肼 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 生成 4-[4-[[(4-chlorophenyl)methylidene]amino]-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]-1-(4-chloro-phenyl)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis and Characterization of 4-Substituted 1-(4-Halogenophenyl)pyrrolidin-2-ones with Azole and Azine Moieties

  摘要：

  4-Substituted 1-(4-fluoro- and 4-chlorophenyl)pyrrolidin-2-ones containing azole, oxadiazole, triazole, and triazine fragments have been synthesized, and the characterization of the obtained products is presented. The study compounds have been analyzed by elemental analysis, and the NMR, IR, MS techniques. The H-1/C-13 2D (HETCOR), APT (C-13) NMR methods, and molecular modeling (MM2) were used for structure elucidation in more complicated cases.

  DOI：

  10.3987/com-13-12703
• 作为产物：
  描述：

  1-(4-chlorophenyl)-5-oxopyrrolidin-3-carbohydrazide 、 二硫化碳 在 potassium hydroxide 、 盐酸 作用下， 以 异丙醇 、 水 为溶剂， 反应 8.0h， 以77%的产率得到1-(4-chlorophenyl)-4-(4,5-dihydro-5-thioxo-1,3,4-oxadiazol-2-yl)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis and Characterization of 4-Substituted 1-(4-Halogenophenyl)pyrrolidin-2-ones with Azole and Azine Moieties

  摘要：

  4-Substituted 1-(4-fluoro- and 4-chlorophenyl)pyrrolidin-2-ones containing azole, oxadiazole, triazole, and triazine fragments have been synthesized, and the characterization of the obtained products is presented. The study compounds have been analyzed by elemental analysis, and the NMR, IR, MS techniques. The H-1/C-13 2D (HETCOR), APT (C-13) NMR methods, and molecular modeling (MM2) were used for structure elucidation in more complicated cases.

  DOI：

  10.3987/com-13-12703

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.
• Synthesis and Characterization of 4-Substituted 1-(4-Halogenophenyl)pyrrolidin-2-ones with Azole and Azine Moieties
  作者：Vytautas Mickevicius、Rita Vaickelioniene、Gema Mikulskiene

  DOI：10.3987/com-13-12703

  日期：——

  4-Substituted 1-(4-fluoro- and 4-chlorophenyl)pyrrolidin-2-ones containing azole, oxadiazole, triazole, and triazine fragments have been synthesized, and the characterization of the obtained products is presented. The study compounds have been analyzed by elemental analysis, and the NMR, IR, MS techniques. The H-1/C-13 2D (HETCOR), APT (C-13) NMR methods, and molecular modeling (MM2) were used for structure elucidation in more complicated cases.