2-amino-4-n-butyl-6-ferrocenyl-pyrimidine | 1201805-63-1

• 英文名称: 2-amino-4-n-butyl-6-ferrocenyl-pyrimidine
• 英文别名: 2-amino-4-butyl-6-ferrocenylpyrimidine
• CAS: 1201805-63-1
• 化学式: C₁₈H₂₁FeN₃
• 分子量: 335.232
• InChiKey: OVSIOVPNYJYHKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2-amino-4-n-butyl-6-ferrocenyl-pyrimidine 、 异氰酸正丁酯 以 neat (no solvent) 为溶剂， 反应 3.0h， 以83%的产率得到1-butyl-3-(4-butyl-6-ferrocenylpyrimidin-2-yl)urea
  参考文献：
  名称：

  2-Ureido-4-ferrocenyl Pyrimidine Guest的合成。2,6-二氨基吡啶的互补分子识别研究

  摘要：

  Novel 2-ureido-4-ferrocenylpyrimidines have been synthesized from iodoferrocene by a three-step reaction sequence. XRD analysis and spectroscopic data support the presence of an intramolecular hydrogen, bond between a nitrogen, atom of the pyrimidine ring and an NH group of the urea moiety. Both theoretical calculations and NMR investigations prove the existence of two isomeric forms in solution, both of which can form hydrogen bonds with an appropriate guest via an acceptor donor acceptor bonding pattern. Complexation with 2,6-diaminopyridine can be proved either by NMR spectroscopy or by electrochemical measurements.

  DOI：

  10.1021/acs.organomet.6b00586
• 作为产物：
  描述：

  碳酸胍 、 1-二茂铁基-2-庚炔-1-酮 以 乙醇 为溶剂， 反应 12.0h， 以85%的产率得到2-amino-4-n-butyl-6-ferrocenyl-pyrimidine
  参考文献：
  名称：

  2-Ureido-4-ferrocenyl Pyrimidine Guest的合成。2,6-二氨基吡啶的互补分子识别研究

  摘要：

  Novel 2-ureido-4-ferrocenylpyrimidines have been synthesized from iodoferrocene by a three-step reaction sequence. XRD analysis and spectroscopic data support the presence of an intramolecular hydrogen, bond between a nitrogen, atom of the pyrimidine ring and an NH group of the urea moiety. Both theoretical calculations and NMR investigations prove the existence of two isomeric forms in solution, both of which can form hydrogen bonds with an appropriate guest via an acceptor donor acceptor bonding pattern. Complexation with 2,6-diaminopyridine can be proved either by NMR spectroscopy or by electrochemical measurements.

  DOI：

  10.1021/acs.organomet.6b00586

文献信息

• A two-step synthesis of ferrocenyl pyrazole and pyrimidine derivatives based on carbonylative Sonogashira coupling of iodoferrocene
  作者：Csaba Fehér、Árpád Kuik、László Márk、László Kollár、Rita Skoda-Földes

  DOI：10.1016/j.jorganchem.2009.08.029

  日期：2009.12

  A new method for the synthesis of 3-substituted-1-ferrocenyl-2-propyn-1-ones was developed involving carbonylative Sonogashira coupling of iodoferrocene with terminal acetylenes. New ferrocenyl 1,3,5-trisubstituted pyrazoles and 2,4,6-trisubstituted pyrimidines were obtained by the addition-cyclocondensation reaction of the alkynones with hydrazines and guanidinium salts, respectively. The products

  开发了一种新的合成3-取代的1-二茂铁基-2-丙炔-1-酮的方法，该方法涉及碘代二茂铁与末端乙炔的羰基化Sonogashira偶联。通过炔烃分别与肼和胍盐的加成-环缩合反应得到新的二茂铁基1，3，5-三取代的吡唑和2，4，6-三取代的嘧啶。获得的产物具有中等至极好的收率，并通过各种光谱方法进行了表征（1 H NMR，13 C NMR IR，MS）。