4'-methyl-7-methoxy-3'-nitroflavone | 921942-51-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4'-methyl-7-methoxy-3'-nitroflavone
• 英文别名: 7-Methoxy-2-(4-methyl-3-nitrophenyl)-4H-1-benzopyran-4-one；7-methoxy-2-(4-methyl-3-nitrophenyl)chromen-4-one
• CAS: 921942-51-0
• 化学式: C₁₇H₁₃NO₅
• 分子量: 311.294
• InChiKey: ITWMCVKGBHEMPR-UHFFFAOYSA-N

物化性质

• 熔点：
  233-234 °C
• 沸点：
  493.6±45.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4'-methyl-7-methoxy-3'-nitroflavone 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 为溶剂， 生成 2-(3-Amino-4-methylphenyl)-7-methoxy-4H-1-benzopyran-4-one
  参考文献：
  名称：

  使用 1D 和 2D 核磁共振光谱法合成和结构解析五个系列的氨基黄酮

  摘要：

  通过两种不同的方法合成了 26 种新的氨基黄酮，并使用广泛的 1D（1H、13C）和 2D NMR 光谱研究（COSY、HSQC 和 HMBC 实验）完成了结构解析。版权所有 © 2006 John Wiley & Sons, Ltd.

  DOI：

  10.1002/mrc.1895
• 作为产物：
  描述：

  4-甲基-3-硝基苯甲酸 在 sodium hydride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 8.5h， 生成 4'-methyl-7-methoxy-3'-nitroflavone
  参考文献：
  名称：

  Efficient Synthesis of Nitroflavones by Cyclodehydrogenation of 2′-Hydroxychalcones and by the Baker-Venkataraman Method

  摘要：

  Several nitroflavone derivatives were synthesized by cyclodehydrogenation of 2'-hydroxychalcones and by the Baker-Venkataraman approach, starting from 2'-hydroxyacetophenones and benzoic acid derivatives. Nitroflavones synthesised by the first synthetic approach were obtained in better global yields than those obtained by the later method. The structures of all new compounds were elucidated by microanalyses, 1D and 2D NMR, IR, and mass spectroscopic measurements.

  DOI：

  10.1007/s00706-006-0550-9

文献信息

• Efficient Synthesis of Nitroflavones by Cyclodehydrogenation of 2′-Hydroxychalcones and by the Baker-Venkataraman Method
  作者：Ana I. R. N. A. Barros、Artur M. S. Silva

  DOI：10.1007/s00706-006-0550-9

  日期：2006.12

  Several nitroflavone derivatives were synthesized by cyclodehydrogenation of 2'-hydroxychalcones and by the Baker-Venkataraman approach, starting from 2'-hydroxyacetophenones and benzoic acid derivatives. Nitroflavones synthesised by the first synthetic approach were obtained in better global yields than those obtained by the later method. The structures of all new compounds were elucidated by microanalyses, 1D and 2D NMR, IR, and mass spectroscopic measurements.
• Synthesis and structure elucidation of five series of aminoflavones using 1D and 2D NMR spectroscopy
  作者：Ana I. R. N. A. Barros、Artur M. S. Silva

  DOI：10.1002/mrc.1895

  日期：2006.12

  Twenty‐six new aminoflavones have been synthesised by two different methods and the structure elucidation was accomplished using extensive 1D (1H, 13C) and 2D NMR spectroscopic studies (COSY, HSQC and HMBC experiments). Copyright © 2006 John Wiley & Sons, Ltd.

  通过两种不同的方法合成了 26 种新的氨基黄酮，并使用广泛的 1D（1H、13C）和 2D NMR 光谱研究（COSY、HSQC 和 HMBC 实验）完成了结构解析。版权所有 © 2006 John Wiley & Sons, Ltd.