(Z)-4-(4-chlorophenyl)-2-((3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino)-4-oxobut-2-enoic acid | 1198396-87-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-4-(4-chlorophenyl)-2-((3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino)-4-oxobut-2-enoic acid
• CAS: 1198396-87-0
• 化学式: C₂₁H₂₀ClNO₅S
• 分子量: 433.913
• InChiKey: PGYODZKLJMXMAJ-PTNGSMBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92.7
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (Z)-4-(4-chlorophenyl)-2-((3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino)-4-oxobut-2-enoic acid 在 乙酸酐 作用下， 反应 1.0h， 以40%的产率得到ethyl 2-((5-(4-chlorophenyl)-2-oxofuran-3(2H)-ylidene)amino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
  参考文献：
  名称：

  Chemistry of iminofurans 3. *Synthesis and intramolecular cyclization of (Z)-4-aryl- 2-[3-(ethoxycarbonyl)-4,5,6,7-tetra- hydrobenzo[b]thiophen-2-ylamino]- 4-oxobuten-2-oic acids

  摘要：

  (Z)-4-Aryl-2-[3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylamino]-4-oxobuten-2-oic acids, which exist in the enamino keto form in solutions, were synthesized by the action of ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate on 4-aryl-2-hydroxy-4-oxobuten-2-oic acids. Under the influence of acetic anhydride the obtained acids undergo cyclization to ethyl 2-(5-aryl-2-oxofuran-3(2H)-ylideneamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates.

  DOI：

  10.1007/s10593-009-0334-3
• 作为产物：
  描述：

  2-氨基-4,5,6,7-四氢苯并噻酚-3-羧酸乙酯 、 2-丁烯酸,4-(4-氯苯基)-2-羟基-4-羰基-,(2Z)- 以 乙醇 为溶剂， 反应 24.0h， 以83%的产率得到(Z)-4-(4-chlorophenyl)-2-((3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)amino)-4-oxobut-2-enoic acid
  参考文献：
  名称：

  Chemistry of iminofurans 3. *Synthesis and intramolecular cyclization of (Z)-4-aryl- 2-[3-(ethoxycarbonyl)-4,5,6,7-tetra- hydrobenzo[b]thiophen-2-ylamino]- 4-oxobuten-2-oic acids

  摘要：

  (Z)-4-Aryl-2-[3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylamino]-4-oxobuten-2-oic acids, which exist in the enamino keto form in solutions, were synthesized by the action of ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate on 4-aryl-2-hydroxy-4-oxobuten-2-oic acids. Under the influence of acetic anhydride the obtained acids undergo cyclization to ethyl 2-(5-aryl-2-oxofuran-3(2H)-ylideneamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates.

  DOI：

  10.1007/s10593-009-0334-3

文献信息

• Recyclization of 3-(Thiophen-2-yl)imino-3H-furan-2-ones under the Action of Cyanoacetic Acid Derivatives
  作者：S. A. Shipilovskikh、A. E. Rubtsov

  DOI：10.1134/s1070363220050084

  日期：2020.5

  The recyclization of 2-[5-aryl-2-oxofuran-3(2H)-ylidene]amino}thiophene-3-carboxylic acids with cyano-acetic acid derivatives in the presence oft-BuOK afforded potassium 1-cyano-3-[5-R-1-4-R-2-3-(ethoxycarbonyl)-thiophen-2-yl]amino}-1-R-3-5-oxo-5-arylpenta-1,3-dien-2-olates.