methyl 2-amino-4-(4-bromophenyl)-7-hydroxy-4H-chromene-3-carboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: methyl 2-amino-4-(4-bromophenyl)-7-hydroxy-4H-chromene-3-carboxylate
• 英文别名: Methyl 2-amino-4-(4-bromophenyl)-7-hydroxy-4 h chromene-3-carboxylate
• 化学式: C₁₇H₁₄BrNO₄
• 分子量: 376.206
• InChiKey: QRIDEIAGKGSQSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对溴苯甲醛 、 氰乙酸甲酯 、 间苯二酚 在 sodium carbonate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以90%的产率得到methyl 2-amino-4-(4-bromophenyl)-7-hydroxy-4H-chromene-3-carboxylate
  参考文献：
  名称：

  Synthesis, characterization, and antibacterial evaluation of new alkyl 2-amino-4-aryl-4H-chromene-3-carboxylates

  摘要：

  A series of alkyl 2-amino-4-aryl-4H-chromene-3-carboxylates was synthesized by an efficient, solvent-free one-pot three-component cyclocondensation of resorcinol, aromatic aldehydes, and ethyl or methyl cyanoacetate using sodium carbonate as catalyst. The present methodology offers several advantages, such as a simple procedure with ease of handling, short reaction time, high yields, and the absence of any volatile and hazardous organic solvents. The products were characterized on the basis of IR, H-1 NMR, and C-13 NMR spectral and microanalytical data and evaluated for their antibacterial activity against Gram-positive bacteria (Staphylococcus epidermidis and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli) using paper disc diffusion technique.

  DOI：

  10.1007/s10593-015-1779-1

文献信息

• Synthesis, characterization, and antibacterial evaluation of new alkyl 2-amino-4-aryl-4H-chromene-3-carboxylates
  作者：Sedighe Gholipour、Abolghasem Davoodnia、Mahboobeh Nakhaei-Moghaddam

  DOI：10.1007/s10593-015-1779-1

  日期：2015.9

  A series of alkyl 2-amino-4-aryl-4H-chromene-3-carboxylates was synthesized by an efficient, solvent-free one-pot three-component cyclocondensation of resorcinol, aromatic aldehydes, and ethyl or methyl cyanoacetate using sodium carbonate as catalyst. The present methodology offers several advantages, such as a simple procedure with ease of handling, short reaction time, high yields, and the absence of any volatile and hazardous organic solvents. The products were characterized on the basis of IR, H-1 NMR, and C-13 NMR spectral and microanalytical data and evaluated for their antibacterial activity against Gram-positive bacteria (Staphylococcus epidermidis and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli) using paper disc diffusion technique.