2-amino-6-benzoyl-5-hydroxy-4-phenyl-4H-chromene-3-carbonitrile | 1342890-95-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2-amino-6-benzoyl-5-hydroxy-4-phenyl-4H-chromene-3-carbonitrile
• 英文别名: 2-amino-6-benzoyl-4-phenyl-5-hydroxy-4H-chromene-3-carbonitrile；2-Amino-6-benzoyl-4-phenyl-5-hydroxy-4h-chromene-3-carbonitrile
• CAS: 1342890-95-2
• 化学式: C₂₃H₁₆N₂O₃
• 分子量: 368.392
• InChiKey: DADCKUVLXFMMJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4-二羟二苯甲酮 、 苄烯丙二腈 在 calcium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以79%的产率得到2-amino-6-benzoyl-5-hydroxy-4-phenyl-4H-chromene-3-carbonitrile
  参考文献：
  名称：

  Ca(OH)2-mediated efficient synthesis of 2-amino-5-hydroxy-4H-chromene derivatives with various substituents

  摘要：

  A variety of novel 2-amino-5-hydroxy-4H-chromene derivatives with various substituents on the 4H-chromene ring were efficiently synthesized by one-pot reactions of substituted resorcinols and various 2-benzylidenemalononitriles in the presence of calcium hydroxide in methanol at room temperature. This simple method provided 2-amino-5-hydroxy-4H-chromenes with high yields under mild reaction conditions. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2011.08.086

文献信息

• A facile one-pot green synthesis of novel 2-amino-4H-chromenes: antibacterial and antioxidant evaluation
  作者：Mona Maddahi、Sakineh Asghari、Ghasem Firouzzadeh Pasha

  DOI：10.1007/s11164-022-04893-5

  日期：2023.1

  antibacterial and antioxidant activities were evaluated against Staphylococcus aureus as Gram-positive bacteria and Escherichia coli as Gram-negative bacteria through the minimum inhibitory concentration method, as well as the radical scavenger 2,2-diphenyl-1-picrylhydrazyl. Among these compounds, 4b including halogen substituent and 2-amino-4H-pyran moiety showed the highest antioxidant and antibacterial

  报道了在催化量的三乙胺存在下，乙醇作为绿色溶剂，通过 2,4-二羟基二苯甲酮、丙二腈和芳香醛的三组分反应合成 2-amino-4 H -chromene的新型衍生物，具有高至优异的性能产量。合成产物的结构通过 FTIR、1 H、13 C NMR 光谱、CHN 分析和质谱进行了表征。程序的简单性、绿色反应条件、较短的反应时间和产品的轻松分离使其成为其他报道方法的有趣替代方案。此外，还评估了它们对金黄色葡萄球菌作为革兰氏阳性菌的抗菌和抗氧化活性，以及大肠杆菌作为革兰氏阴性菌通过最小抑菌浓度法，以及自由基清除剂2,2-二苯基-1-苦基肼。在这些化合物中，包含卤素取代基和 2-amino-4 H - pyran 部分的4b显示出最高的抗氧化和抗菌活性。 图形概要
• Ca(OH)2-mediated efficient synthesis of 2-amino-5-hydroxy-4H-chromene derivatives with various substituents
  作者：Srinivasa Rao Kolla、Yong Rok Lee

  DOI：10.1016/j.tet.2011.08.086

  日期：2011.10

  A variety of novel 2-amino-5-hydroxy-4H-chromene derivatives with various substituents on the 4H-chromene ring were efficiently synthesized by one-pot reactions of substituted resorcinols and various 2-benzylidenemalononitriles in the presence of calcium hydroxide in methanol at room temperature. This simple method provided 2-amino-5-hydroxy-4H-chromenes with high yields under mild reaction conditions. (C) 2011 Published by Elsevier Ltd.