N-phenyl-N'-[6-(3-phenyl-ureido)-pyridin-2-yl]urea | 91928-52-8

• 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-phenyl-N'-[6-(3-phenyl-ureido)-pyridin-2-yl]urea
• 英文别名: Urea, N,N''-2,6-pyridinediylbis[N'-phenyl-；1-phenyl-3-[6-(phenylcarbamoylamino)pyridin-2-yl]urea
• CAS: 91928-52-8
• 化学式: C₁₉H₁₇N₅O₂
• 分子量: 347.376
• InChiKey: HTEHNOQNZGOVSS-UHFFFAOYSA-N

物化性质

• 熔点：
  >350 °C
• 沸点：
  398.5±27.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二氨基吡啶 、 异氰酸苯酯 以 二氯甲烷 为溶剂， 生成 N-phenyl-N'-[6-(3-phenyl-ureido)-pyridin-2-yl]urea
  参考文献：
  名称：

  Photocleavage of Pyridyl-Based Aromatic Polyureas

  摘要：

  The photophysical properties of a metal chelating pyridyl-based aromatic ureas and poly(1,4-phenylene-2,6-pyridylurea) were investigated. In their solution state and upon exposure to 365 nm UV radiation, these low and high molecular weight compounds were found to cleave the urea linkage nearly quantitatively, generating the corresponding amine-terminated subunits and CO2. Through a series of model compounds along with nuclear magnetic resonance (NMR), UV/vis absorption, and fluorescence spectroscopy characterization, the photocleavage process was delineated as a function of UV dose, O-2, and water. The presence of water was found crucial to this photocleavage process with O-2 playing a role only in subsequent oxidation of resulting amine functionalities. The experimental results support a light-assisted hydrolysis of the urea bond as the most plausible photocleavage mechanism. The photocleavage of such pyridyl-based ureas can potentially find usages in light-assisted base generation and/or for releasing metal cations.

  DOI：

  10.1021/ma034058k

文献信息

• Regioselective Preparation of Pyridin-2-yl Ureas from 2-Chloropyridines Catalyzed by Pd(0)
  作者：Antonio Abad、Consuelo Agulló、Ana Carmen Cuñat、Cristina Vilanova

  DOI：10.1055/s-2005-861844

  日期：——

  The palladium-catalyzed ureidation reaction of 2-chloropyridines can be regioselectively performed in good yield, with both aryl and aliphatic ureas, using xantphos as the ligand, Pd(OAc)2 as the source of palladium, NaOt-Bu/H2O or NaOH/H2O as the base, and dioxane as the solvent

  钯催化的2-氯吡啶与脲类的反应，在良好产率下具有区域选择性，使用xantphos作为配体，Pd(OAc)2作为钯源，NaOt-Bu/H2O或NaOH/ 作为碱，二氧六环作为溶剂，可同时与芳基和脂肪族脲进行反应。