2-溴-N-苯基-4-氟苯胺 | 1048344-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴-N-苯基-4-氟苯胺
• 英文名称: 2-bromo-N-phenyl-4-fluorobenzeneamine
• 英文别名: 2-bromo-4-fluoro-N-phenylaniline
• CAS: 1048344-65-5
• 化学式: C₁₂H₉BrFN
• 分子量: 266.113
• InChiKey: SSWYDMVFRSUVCZ-UHFFFAOYSA-N

物化性质

• 沸点：
  314.0±32.0 °C(Predicted)
• 密度：
  1.513±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯磺酰异氰酸酯 、 2-溴-N-苯基-4-氟苯胺 在 水 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 0.5h， 以57%的产率得到1-(2-溴-4-氟苯基)-1-(苯基)脲
  参考文献：
  名称：

  Copper-catalyzed intramolecular N-arylation of ureas in water: a novel entry to benzoimidazolones

  摘要：

  The copper-catalyzed intramolecular N-arylation of 2-bromoarylureas performed in water leading to the benzo[d]imidazolone framework is reported. The scope of the methodology presented herein proved to be broad and afforded a significant number of benzoimidazolones in good to excellent yields. The reported protocol is based on the use of Cut and TMEDA acting both as the ligand and as the base in a water solution, which allows for the easy separation of the catalyst containing aqueous phase from the products by simple extraction. Additionally, the N- versus O-arylation competitive processes are also discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.072
• 作为产物：
  描述：

  碘苯 、 2-溴-4-氟苯胺 在 palladium diacetate caesium carbonate 、 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 为溶剂， 反应 16.0h， 以40%的产率得到2-溴-N-苯基-4-氟苯胺
  参考文献：
  名称：

  Copper-catalyzed intramolecular N-arylation of ureas in water: a novel entry to benzoimidazolones

  摘要：

  The copper-catalyzed intramolecular N-arylation of 2-bromoarylureas performed in water leading to the benzo[d]imidazolone framework is reported. The scope of the methodology presented herein proved to be broad and afforded a significant number of benzoimidazolones in good to excellent yields. The reported protocol is based on the use of Cut and TMEDA acting both as the ligand and as the base in a water solution, which allows for the easy separation of the catalyst containing aqueous phase from the products by simple extraction. Additionally, the N- versus O-arylation competitive processes are also discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.072

文献信息

• Metal-free direct amination/aromatization of 2-cyclohexenones to iodo-N-arylanilines and N-arylanilines promoted by iodine
  作者：M. Teresa Barros、Suvendu S. Dey、Christopher D. Maycock、Paula Rodrigues

  DOI：10.1039/c2cc35801h

  日期：——

  An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and N-arylanilines is reported. This highly regioselective aliphatic-aromatic transformation can be performed with various combinations of 2-cyclohexenones and anilines. The presence of a directing group is crucial for achieving high yields.

  据报道，碘介导的芳香化导致一锅合成碘-N-芳基苯胺和N-芳基苯胺。这种高度区域选择性的脂族-芳族转化可以用2-环己烯酮和苯胺的各种组合来进行。指导小组的存在对于实现高产至关重要。