N-(p-tolyl)-N'-[3,5-bis(trifluoromethyl)phenyl]urea

• 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: N-(p-tolyl)-N'-[3,5-bis(trifluoromethyl)phenyl]urea
• 英文别名: N-[3,5-bis(trifluoromethyl)phenyl][(4-methylphenyl)amino]carboxamide；1-[3,5-bis(trifluoromethyl)phenyl]-3-(4-methylphenyl)urea
• 化学式: C₁₆H₁₂F₆N₂O
• 分子量: 362.274
• InChiKey: MPAXUAWWFVUKFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  对溴甲苯 、 尿素 、 (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine) 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以62%的产率得到N,N’-双(对甲苯基)脲
  参考文献：
  名称：

  Variation of xanthene-based bidentate ligands in the palladium-catalyzed arylation of ureas

  摘要：

  A series of xanthene-based bidentate ligands containing various substituents on diphenylphosphino groups were synthesized and tested in the palladium-catalyzed arylation reaction of urea with unactivated aryl bromides. It was found that both steric and electronic properties of the ligands have a pronounced effect on the yields and ratios of the products. Arylation of urea and phenylurea with unactivated aryl bromides in the presence of Pd(2)dba(3)-CHCl3/3,5-(CF3)(2)Xantphos and CS2CO3 as base in dioxane at 100degreesC gave the corresponding NN'-diarylureas in 62-98% yields. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01051-7

文献信息

• Variation of Xantphos-Based Ligands in the Palladium-Catalyzed Reaction of Aryl Halides with Ureas
  作者：A. G. Sergeev、G. A. Artamkina、I. P. Beletskaya

  DOI：10.1023/b:rujo.0000019738.50339.e8

  日期：2003.12

  A series of Xantphos-based ligands containing various substituents in the diphenylphosphino groups were synthesized, and their effect on the product yield and ratio in the palladium-catalyzed arylation of ureas with nonactivated aryl halides was studied. The arylation of urea and phenylurea in the presence of Pd-2(dba)(3)-CHCl3, 3,5-(CF3)(2)Xantphos, and Cs2CO3 in dioxane at 100degreesC gave the corresponding N,N'-diaryl-ureas in 62-98% yield.
• POLYMER MATRIX WITH TARGET BINDING SITE FOR CREATININE AND DERIVATIVES THEREOF, ITS PREPARATION AND USES
  申请人：FRAUNHOFER-GESELLSCHAFT ZUR FÖRDERUNG DER ANGEWANDTEN FORSCHUNG E.V.

  公开号：US20150160242A1

  公开（公告）日：2015-06-11

  This invention provides a polymer matrix with target binding site and methods for preparing the same. This invention further provides uses of the polymer matrix in the separation or extraction of creatinine from complex mixtures, and in methods, kits and devices for detecting creatinine content in samples.
• Variation of xanthene-based bidentate ligands in the palladium-catalyzed arylation of ureas
  作者：Alexey G. Sergeev、Galina A. Artamkina、Irina P. Beletskaya

  DOI：10.1016/s0040-4039(03)01051-7

  日期：2003.6

  A series of xanthene-based bidentate ligands containing various substituents on diphenylphosphino groups were synthesized and tested in the palladium-catalyzed arylation reaction of urea with unactivated aryl bromides. It was found that both steric and electronic properties of the ligands have a pronounced effect on the yields and ratios of the products. Arylation of urea and phenylurea with unactivated aryl bromides in the presence of Pd(2)dba(3)-CHCl3/3,5-(CF3)(2)Xantphos and CS2CO3 as base in dioxane at 100degreesC gave the corresponding NN'-diarylureas in 62-98% yields. (C) 2003 Elsevier Science Ltd. All rights reserved.