2-(1-thiosemicarbazidocarbonyl)-4-pentanolide | 479546-54-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2-(1-thiosemicarbazidocarbonyl)-4-pentanolide
• 英文别名: 2-[(5-Methyl-2-oxotetrahydrofuran-3-yl)acetyl]hydrazinecarbothioamide；[[2-(5-methyl-2-oxooxolan-3-yl)acetyl]amino]thiourea
• CAS: 479546-54-8
• 化学式: C₈H₁₃N₃O₃S
• mdl: MFCD03697636
• 分子量: 231.276
• InChiKey: MRRZEWODDZDCMY-UHFFFAOYSA-N

物化性质

• 密度：
  1.331±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-thiosemicarbazidocarbonyl)-4-pentanolide 在 sodium hydroxide 、 水 作用下， 反应 4.0h， 以70%的产率得到2-(5-mercapto-1,2,4-triazol-3-ylmethyl)-4-pentanolide
  参考文献：
  名称：

  摘要：

  Alkylation of 2-ethoxycarbonyl-4-pentanol ides with ethyl chloroacetate gave 2-ethoxycarbonyl-2 ethoxycarbonylmethyl-4-pentanolides. Alkaline hydrolysis of the latter afforded 2-carboxymethyl-4-pentanolides which were converted into the corresponding acyl chlorides in high yield by treatment with thionyl chloride in the presence of a catalytic amount of dimethylformamide. Reaction of 2-chloroformylmethyl-4-pentanolides with thiosemicarbazide, followed by treatment with alkali, resulted in formation of 2-(5-mercapto-1,2,4-triazol-3-ylmethyl)-4-pentanolides.

  DOI：

  10.1023/a:1016338226670
• 作为产物：
  描述：

  2-ethoxycarbonyl-2-ethoxycarbonylmethyl-4-pentanolide 在 sodium hydroxide 、 氯化亚砜 、 水 、 N,N-二甲基甲酰胺 作用下， 以 苯 为溶剂， 生成 2-(1-thiosemicarbazidocarbonyl)-4-pentanolide
  参考文献：
  名称：

  摘要：

  Alkylation of 2-ethoxycarbonyl-4-pentanol ides with ethyl chloroacetate gave 2-ethoxycarbonyl-2 ethoxycarbonylmethyl-4-pentanolides. Alkaline hydrolysis of the latter afforded 2-carboxymethyl-4-pentanolides which were converted into the corresponding acyl chlorides in high yield by treatment with thionyl chloride in the presence of a catalytic amount of dimethylformamide. Reaction of 2-chloroformylmethyl-4-pentanolides with thiosemicarbazide, followed by treatment with alkali, resulted in formation of 2-(5-mercapto-1,2,4-triazol-3-ylmethyl)-4-pentanolides.

  DOI：

  10.1023/a:1016338226670

文献信息

• ——
  作者：T. V. Kochikyan、E. V. Arutyunyan、V. S. Arutyunyan、A. A. Avetisyan

  DOI：10.1023/a:1016338226670

  日期：——

  Alkylation of 2-ethoxycarbonyl-4-pentanol ides with ethyl chloroacetate gave 2-ethoxycarbonyl-2 ethoxycarbonylmethyl-4-pentanolides. Alkaline hydrolysis of the latter afforded 2-carboxymethyl-4-pentanolides which were converted into the corresponding acyl chlorides in high yield by treatment with thionyl chloride in the presence of a catalytic amount of dimethylformamide. Reaction of 2-chloroformylmethyl-4-pentanolides with thiosemicarbazide, followed by treatment with alkali, resulted in formation of 2-(5-mercapto-1,2,4-triazol-3-ylmethyl)-4-pentanolides.