2-(2-bromo-4,5-dimethylphenyl)-1-[3-N-(4-methylbenzenesulfonamido)-2-thienyl]ethanone | 925668-98-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-bromo-4,5-dimethylphenyl)-1-[3-N-(4-methylbenzenesulfonamido)-2-thienyl]ethanone
• 英文别名: N-[2-[2-(2-bromo-4,5-dimethylphenyl)acetyl]thiophen-3-yl]-4-methylbenzenesulfonamide
• CAS: 925668-98-0
• 化学式: C₂₁H₂₀BrNO₃S₂
• 分子量: 478.431
• InChiKey: SEOMLVGAHRRTQT-UHFFFAOYSA-N

物化性质

• 熔点：
  191-192 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  624.9±65.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  99.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-bromo-4,5-dimethylphenyl)-1-[3-N-(4-methylbenzenesulfonamido)-2-thienyl]ethanone 在 palladium diacetate potassium phosphate 、 硫酸 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.17h， 生成 9,10-dihydro-4-aminocarbonyl-4H-6,7-dimethylthieno[3,2-b][f]benzazepin-10-one
  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-乙酰基-3-氨基噻吩 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 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 96.0h， 生成 2-(2-bromo-4,5-dimethylphenyl)-1-[3-N-(4-methylbenzenesulfonamido)-2-thienyl]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