1-(2-phenylethyl)-6-methyl-1H,3H-pyrimidin-2,4-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2-phenylethyl)-6-methyl-1H,3H-pyrimidin-2,4-dione
• 英文别名: 1-(2-phenylethyl)-6-methyluracil；6-Methyl-1-phenethyl-1H-pyrimidine-2,4-dione；6-methyl-1-(2-phenylethyl)pyrimidine-2,4-dione
• 化学式: C₁₃H₁₄N₂O₂
• 分子量: 230.266
• InChiKey: OCTMQTXAWSCHHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-甲基尿嘧啶 在 吡啶 、 ammonium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 48.08h， 生成 1-(2-phenylethyl)-6-methyl-1H,3H-pyrimidin-2,4-dione
  参考文献：
  名称：

  Selective N1-Alkylation of 1,3-Dibenzoyluracils: One-Pot Way to N1-Monosubstituted Uracil Derivatives

  摘要：

  A new method for synthesis of N(-)(1)monosubstituted uracils and 5- and 6-methyluracil derivatives was developed. It consists in the selective N-1-deprotection of N-1,N-3-dibenzoyluracils in anhydrous dimethylformamide in the presence of potassium carbonate at room temperature and subsequent N-1-alkylation by allyl, benzyl or phenacyl type halides or by primary alcohols toluenesulfonates conducted one pot without isolation of the intermediates. Final N-3-debenzoylation by aqueous-alcoholic solution of ammonia affords the corresponding N-1-monosubstituted uracil derivatives with overall yields of 52-84%.

  DOI：

  10.3987/com-17-13696

文献信息

• Synthesis of 1-Substituted-6-methyluracils
  作者：Rosa Maria Nieto、Alberto Coelho、Ana Martínez、Angela Stefanachi、Eddy Sotelo、Enrique Raviña

  DOI：10.1248/cpb.51.1025

  日期：——

  A series of 6-methyl-1H-pyrimidin-2,4-diones bearing different substituents in the 1-position of the uracil ring were prepared starting from substituted ureas and diketene.

  从取代的脲和二酮烯开始，制备了一系列在尿嘧啶环的 1 位上具有不同取代基的 6-甲基-1H-嘧啶-2,4-二酮。
• Selective N1-Alkylation of 1,3-Dibenzoyluracils: One-Pot Way to N1-Monosubstituted Uracil Derivatives
  作者：Alexander Ozerov、Mikhail Novikov、Anastasiya Khandazhinskaya、Pavel Solyev

  DOI：10.3987/com-17-13696

  日期：——

  A new method for synthesis of N(-)(1)monosubstituted uracils and 5- and 6-methyluracil derivatives was developed. It consists in the selective N-1-deprotection of N-1,N-3-dibenzoyluracils in anhydrous dimethylformamide in the presence of potassium carbonate at room temperature and subsequent N-1-alkylation by allyl, benzyl or phenacyl type halides or by primary alcohols toluenesulfonates conducted one pot without isolation of the intermediates. Final N-3-debenzoylation by aqueous-alcoholic solution of ammonia affords the corresponding N-1-monosubstituted uracil derivatives with overall yields of 52-84%.