ethyl 2-[2-(1-acetyl-2-oxopropylidene)hydrazinyl]-5-benzoyl-4-methylthiophene-3-carboxylate | 1310804-74-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-[2-(1-acetyl-2-oxopropylidene)hydrazinyl]-5-benzoyl-4-methylthiophene-3-carboxylate
• 英文别名: ethyl 5-benzoyl-2-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]-4-methylthiophene-3-carboxylate
• CAS: 1310804-74-0
• 化学式: C₂₀H₂₀N₂O₅S
• 分子量: 400.455
• InChiKey: DQTVICJYJWPWAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  101.9
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-[2-(1-acetyl-2-oxopropylidene)hydrazinyl]-5-benzoyl-4-methylthiophene-3-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以70%的产率得到5-benzoyl-2-(3,5-dimethyl-1H-pyrazol-4-ylazo)-4-methylthiophene-3-carboxylic acid hydrazide
  参考文献：
  名称：

  Synthetic utility of bifunctional thiophene derivatives and antimicrobial evaluation of the newly synthesized agents

  摘要：

  The key intermediate ethyl 2-amino-5-benzoyl-4-methylthiophene-3-carboxylate was prepared by a Gewald reaction starting from benzoylacetone, sulfur, and ethyl cyanoacetate in the presence of diethylamine. This intermediate reacted with various reagents to afford different fused and polyfunctional substituted thiophenes. Antimicrobial screening of the synthesized compounds exhibited promising antimicrobial activities.

  DOI：

  10.1007/s00706-011-0456-z
• 作为产物：
  描述：

  氰乙酸乙酯 在 盐酸 、 sulfur 、 二乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 7.17h， 生成 ethyl 2-[2-(1-acetyl-2-oxopropylidene)hydrazinyl]-5-benzoyl-4-methylthiophene-3-carboxylate
  参考文献：
  名称：

  Synthetic utility of bifunctional thiophene derivatives and antimicrobial evaluation of the newly synthesized agents

  摘要：

  The key intermediate ethyl 2-amino-5-benzoyl-4-methylthiophene-3-carboxylate was prepared by a Gewald reaction starting from benzoylacetone, sulfur, and ethyl cyanoacetate in the presence of diethylamine. This intermediate reacted with various reagents to afford different fused and polyfunctional substituted thiophenes. Antimicrobial screening of the synthesized compounds exhibited promising antimicrobial activities.

  DOI：

  10.1007/s00706-011-0456-z

文献信息

• Synthetic utility of bifunctional thiophene derivatives and antimicrobial evaluation of the newly synthesized agents
  作者：Ameen A. Abu-Hashem、Khadiga M. Abu-Zied、Mohamed F. El-Shehry

  DOI：10.1007/s00706-011-0456-z

  日期：2011.5

  The key intermediate ethyl 2-amino-5-benzoyl-4-methylthiophene-3-carboxylate was prepared by a Gewald reaction starting from benzoylacetone, sulfur, and ethyl cyanoacetate in the presence of diethylamine. This intermediate reacted with various reagents to afford different fused and polyfunctional substituted thiophenes. Antimicrobial screening of the synthesized compounds exhibited promising antimicrobial activities.