7-(2-aminophenyl)adenine | 1574569-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-(2-aminophenyl)adenine
• 英文别名: 7-(2-Aminophenyl)purin-6-amine
• CAS: 1574569-90-6
• 化学式: C₁₁H₁₀N₆
• 分子量: 226.241
• InChiKey: JUCFTEWDFJSXDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-(2-nitrophenyl)adenine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 以82%的产率得到7-(2-aminophenyl)adenine
  参考文献：
  名称：

  Direct Arylation of Adenine by Fluoro- and Chloronitrobenzenes: Effect of Microwaves

  摘要：

  Direct arylation of adenine with fluoro- and chloronitrobenzenes leads to mixtures of N9 and N7 substituted adenines. After separation by column chromatography, the individual isomers can be efficiently hydrogenated on Pd to give the corresponding aminophenyladenines. A significant enhancement of the reaction rate by microwave irradiation was observed. This two-step procedure was found to be a feasible route to otherwise hardly available 7-aminophenyladenines. Correlation between calculated shielding constants and experimental values of chemical shifts in C-13 and N-15 NMR was used for assignment of the site of substitution. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.831902