N-{2-[2-(3-Bromo-pyridin-2-yl)-acetyl]-4,5-dimethoxy-phenyl}-4-methyl-benzenesulfonamide | 925669-03-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-{2-[2-(3-Bromo-pyridin-2-yl)-acetyl]-4,5-dimethoxy-phenyl}-4-methyl-benzenesulfonamide
• CAS: 925669-03-0
• 化学式: C₂₂H₂₁BrN₂O₅S
• 分子量: 505.389
• InChiKey: WMENHCKYRQZKMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  111-112 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  631.0±65.0 °C(Predicted)
• 密度：
  1.467±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  94.59
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-{2-[2-(3-Bromo-pyridin-2-yl)-acetyl]-4,5-dimethoxy-phenyl}-4-methyl-benzenesulfonamide 在 硫酸 作用下， 反应 0.42h， 以176.9 mg的产率得到1-(2-amino-4,5-dimethoxyphenyl)-2-(3-bromo-2-pyridinyl)ethanone
  参考文献：
  名称：

  Sequential palladium-catalysed C- and N-arylation reactions as a practical and general protocol for the synthesis of the first series of oxcarbazepine analogues

  摘要：

  The first series of oxcarbazepine analogues, starting from readily-available materials and through a high-yielding five-step sequence based on palladium catalysis, is reported. The so-obtained compounds incorporate not only a variety of substituents in both of the aryl rings comprising the framework of an oxcarbazepine, but also involve the more challenging palladium-catalysed coupling of a number of heteroaromatic substrates. The addition of small amounts of water in some of the metal-catalysed processes showed a beneficial effect, highly increasing the selectivity of such reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.003
• 作为产物：
  描述：

  2'-氨基-4',5'-二甲氧基苯乙酮 在 palladium diacetate 吡啶 、 potassium phosphate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 N-{2-[2-(3-Bromo-pyridin-2-yl)-acetyl]-4,5-dimethoxy-phenyl}-4-methyl-benzenesulfonamide
  参考文献：
  名称：

  Sequential palladium-catalysed C- and N-arylation reactions as a practical and general protocol for the synthesis of the first series of oxcarbazepine analogues

  摘要：

  The first series of oxcarbazepine analogues, starting from readily-available materials and through a high-yielding five-step sequence based on palladium catalysis, is reported. The so-obtained compounds incorporate not only a variety of substituents in both of the aryl rings comprising the framework of an oxcarbazepine, but also involve the more challenging palladium-catalysed coupling of a number of heteroaromatic substrates. The addition of small amounts of water in some of the metal-catalysed processes showed a beneficial effect, highly increasing the selectivity of such reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.003