ethyl-2-[(5-cyanomethylsulfanyl-4-methylthiophene-3-carbonyl)amino]-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate | 872133-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: ethyl-2-[(5-cyanomethylsulfanyl-4-methylthiophene-3-carbonyl)amino]-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
• CAS: 872133-11-4
• 化学式: C₂₂H₂₁N₃O₄S₃
• 分子量: 487.624
• InChiKey: NMBNKXIRBLUHPK-UHFFFAOYSA-N

物化性质

• 熔点：
  80 °C(Solvent: Ethanol)
• 沸点：
  633.7±55.0 °C(predicted)
• 密度：
  1.42±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  120.05
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  ethyl-2-[(5-cyanomethylsulfanyl-4-methylthiophene-3-carbonyl)amino]-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 在 sulfur 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以70%的产率得到ethyl 2-{[(6-amino-2-cyanomethylsulfanyl)thieno[3,4-b]thiophene-3-carbonyl]amino}-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
  参考文献：
  名称：

  Studies on 2-Aminothiophenes: Synthesis, Transformations, and Biological Evaluation of Functionally-Substituted Thiophenes and Their Fused Derivatives

  摘要：

  Heterocyclic enamines 1 reacted with ethyl acetoacetate to afford the corresponding amide derivatives 2. Treatment of 2 with carbon disulphide yielded the dipotassium salts 3 which reacted in-situ with a variety of alpha-haloketones to give the respective substititted thiophenes 5, 8, and 13. Die reactivity of the latter products towards various chemical reagents was studied to yield their fused thiophene derivatives 7, 10, 12, and 14, respectively. Some representative compounds were tested for antimicrobial activity.

  DOI：

  10.1080/104265090517406
• 作为产物：
  描述：

  ethyl 2-(acetoacetamido)-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 ethyl-2-[(5-cyanomethylsulfanyl-4-methylthiophene-3-carbonyl)amino]-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
  参考文献：
  名称：

  Studies on 2-Aminothiophenes: Synthesis, Transformations, and Biological Evaluation of Functionally-Substituted Thiophenes and Their Fused Derivatives

  摘要：

  Heterocyclic enamines 1 reacted with ethyl acetoacetate to afford the corresponding amide derivatives 2. Treatment of 2 with carbon disulphide yielded the dipotassium salts 3 which reacted in-situ with a variety of alpha-haloketones to give the respective substititted thiophenes 5, 8, and 13. Die reactivity of the latter products towards various chemical reagents was studied to yield their fused thiophene derivatives 7, 10, 12, and 14, respectively. Some representative compounds were tested for antimicrobial activity.

  DOI：

  10.1080/104265090517406