3-ethoxycarbonyl-5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione | 98620-68-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-ethoxycarbonyl-5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione
• 英文别名: 3-ethoxycarbonyl-5-methylthiotetronic acid；ethyl 5-methylthiolane-2,4-dione-3-carboxylate；Ethyl 5-methyl-2,4-dioxothiolane-3-carboxylate
• CAS: 98620-68-9
• 化学式: C₈H₁₀O₄S
• 分子量: 202.231
• InChiKey: GTLZBFQPQBLLPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  85.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-ethoxycarbonyl-5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione 在 三乙胺 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 72.0h， 生成 3-acetyl-5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione
  参考文献：
  名称：

  摘要：

  Acylation of (3H,5H)-tetrahydrothiophene-2,4-dione (thiotetronic acid) with acetyl, propionyl, and valeryl chlorides followed by O-C isomerization in the presence of 4-dimethylaminopyridine or acetone cyanohydrin gave rise to 3-acetyl, 3-propanoyl, and 3-pentanoyl derivatives of thiotetronic acid. The reaction of 3-acylthiotetronic acids with diazomethane afforded enol methyl ethers at the endocyclic keto groups. The subsequent reaction of these enol ethers with allylamine, benzylamine, and p-anisidine occurs along the mechanism of vinylog substitution providing the corresponding endocyclic enamino derivatives.

  DOI：

  10.1023/a:1013464314542
• 作为产物：
  描述：

  Diethyl 2-(2-acetylsulfanylpropanoyl)propanedioate 生成 3-ethoxycarbonyl-5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione
  参考文献：
  名称：

  GAYER, H.;BRANDES, W.;HANSSLER, G.;REINECKE, P.

  摘要：

  DOI：

文献信息

• GAYER, H.;BRANDES, W.;HANSSLER, G.;REINECKE, P.
  作者：GAYER, H.、BRANDES, W.、HANSSLER, G.、REINECKE, P.

  DOI：——

  日期：——
• GAYER, HERBERT;BRANDES, WILHELM;HANSSLER, GERD;REINECKE, PAUL
  作者：GAYER, HERBERT、BRANDES, WILHELM、HANSSLER, GERD、REINECKE, PAUL

  DOI：——

  日期：——
• US4599350A
  申请人：——

  公开号：US4599350A

  公开（公告）日：1986-07-08
• US4689343A
  申请人：——

  公开号：US4689343A

  公开（公告）日：1987-08-25
• ——
  作者：M. V. Budnikova、D. B. Rubinov

  DOI：10.1023/a:1013464314542

  日期：——

  Acylation of (3H,5H)-tetrahydrothiophene-2,4-dione (thiotetronic acid) with acetyl, propionyl, and valeryl chlorides followed by O-C isomerization in the presence of 4-dimethylaminopyridine or acetone cyanohydrin gave rise to 3-acetyl, 3-propanoyl, and 3-pentanoyl derivatives of thiotetronic acid. The reaction of 3-acylthiotetronic acids with diazomethane afforded enol methyl ethers at the endocyclic keto groups. The subsequent reaction of these enol ethers with allylamine, benzylamine, and p-anisidine occurs along the mechanism of vinylog substitution providing the corresponding endocyclic enamino derivatives.