6-benzoyl-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione | 1310804-72-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-benzoyl-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
• 英文别名: 6-benzoyl-5-methyl-3-phenyl-1H-thieno[2,3-d]pyrimidine-2,4-dione
• CAS: 1310804-72-8
• 化学式: C₂₀H₁₄N₂O₃S
• 分子量: 362.409
• InChiKey: LRHWHJIAWCSGAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 5-benzoyl-4-methyl-2-(3-phenylureido)-thiophene-3-carboxylate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以75%的产率得到6-benzoyl-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
  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.