1-(3-amino-2-thienyl)-2-(2-bromophenyl)ethanone | 925669-11-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-amino-2-thienyl)-2-(2-bromophenyl)ethanone
• 英文别名: 1-(3-Aminothiophen-2-yl)-2-(2-bromophenyl)ethanone
• CAS: 925669-11-0
• 化学式: C₁₂H₁₀BrNOS
• 分子量: 296.188
• InChiKey: BFZTUZVLMXINJV-UHFFFAOYSA-N

物化性质

• 熔点：
  146-148 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  476.6±35.0 °C(Predicted)
• 密度：
  1.562±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  71.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-amino-2-thienyl)-2-(2-bromophenyl)ethanone 在 palladium diacetate potassium phosphate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以85%的产率得到10,11-dihydro-4H-thieno[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-(2-bromophenyl)-1-[3-N-(4-methylbenzenesulfonamido)-2-thienyl]ethanone 在 硫酸 作用下， 反应 0.17h， 以96%的产率得到1-(3-amino-2-thienyl)-2-(2-bromophenyl)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