1-(2-溴苯基)-1-(2-萘基甲基)脲 | 1048344-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-(2-溴苯基)-1-(2-萘基甲基)脲
• 英文名称: 1-(2-bromophenyl)-1-(2-naphthylmethyl)urea
• CAS: 1048344-53-1
• 化学式: C₁₈H₁₅BrN₂O
• 分子量: 355.234
• InChiKey: RHHIJQCFYATTJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.33
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(2-溴苯基)-1-(2-萘基甲基)脲 在 copper(l) iodide 、 四甲基乙二胺 作用下， 以 水 为溶剂， 反应 15.0h， 以72%的产率得到1-(2-naphthylmethyl)-1,3-dihydrobenzoimidazol-2-one
  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：

  氯磺酰异氰酸酯 、 2-bromo-N-((naphthalen-2-yl)methyl)benzeneamine 在 水 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 0.5h， 以78%的产率得到1-(2-溴苯基)-1-(2-萘基甲基)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