(4-bromo-2-chlorophenyl)(2-methylphenyl)methanone | 740815-24-1

• 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: (4-bromo-2-chlorophenyl)(2-methylphenyl)methanone
• 英文别名: (4-Bromo-2-chlorophenyl)-(2-methylphenyl)methanone
• CAS: 740815-24-1
• 化学式: C₁₄H₁₀BrClO
• 分子量: 309.59
• InChiKey: QDLPKJSVIMPFBO-UHFFFAOYSA-N

物化性质

• 熔点：
  76-78 °C
• 沸点：
  368.2±27.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  邻甲苯胺 、 (4-bromo-2-chlorophenyl)(2-methylphenyl)methanone 在 palladium diacetate Celite 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 0.33h， 以78%的产率得到{2-chloro-4-[(2-methylphenyl)amino]phenyl}(2-methylphenyl)methanone
  参考文献：
  名称：

  Rapid and Efficient Microwave-Assisted Synthesis of Aryl Aminobenzophenones Using Pd-Catalyzed Amination

  摘要：

  Substituted aryl aminobenzophenone p38 MAP kinase inhibitors were synthesized in good to excellent yields using palladium-catalyzed aryl amination under conditions of microwave irradiation. Various ligands have been screened, and the reaction conditions were optimized. These coupling reactions are suitable for various anilines and aryl bromides that bear a variety of functional groups. Some leaving groups (iodides, chlorides, triflates, and tosylates) other than bromides have also been investigated. By this method, a large number of aryl aminobenzophenone p38 MAP kinase inhibitors were prepared in short order.

  DOI：

  10.1021/jo049572i
• 作为产物：
  描述：

  4-溴-2-氯碘苯 在 异丙基氯化镁 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (4-bromo-2-chlorophenyl)(2-methylphenyl)methanone
  参考文献：
  名称：

  Rapid and Efficient Microwave-Assisted Synthesis of Aryl Aminobenzophenones Using Pd-Catalyzed Amination

  摘要：

  Substituted aryl aminobenzophenone p38 MAP kinase inhibitors were synthesized in good to excellent yields using palladium-catalyzed aryl amination under conditions of microwave irradiation. Various ligands have been screened, and the reaction conditions were optimized. These coupling reactions are suitable for various anilines and aryl bromides that bear a variety of functional groups. Some leaving groups (iodides, chlorides, triflates, and tosylates) other than bromides have also been investigated. By this method, a large number of aryl aminobenzophenone p38 MAP kinase inhibitors were prepared in short order.

  DOI：

  10.1021/jo049572i

文献信息

• Rapid and Efficient Microwave-Assisted Synthesis of Aryl Aminobenzophenones Using Pd-Catalyzed Amination
  作者：Thomas A. Jensen、Xifu Liang、David Tanner、Niels Skjaerbaek

  DOI：10.1021/jo049572i

  日期：2004.7.1

  Substituted aryl aminobenzophenone p38 MAP kinase inhibitors were synthesized in good to excellent yields using palladium-catalyzed aryl amination under conditions of microwave irradiation. Various ligands have been screened, and the reaction conditions were optimized. These coupling reactions are suitable for various anilines and aryl bromides that bear a variety of functional groups. Some leaving groups (iodides, chlorides, triflates, and tosylates) other than bromides have also been investigated. By this method, a large number of aryl aminobenzophenone p38 MAP kinase inhibitors were prepared in short order.