1,3-dimethyl-6-(2,2,2-trifluoro-ethylamino)-1H-pyrimidine-2,4-dione | 21544-65-0

• 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: 1,3-dimethyl-6-(2,2,2-trifluoro-ethylamino)-1H-pyrimidine-2,4-dione
• 英文别名: 1,3-Dimethyl-6-((2,2,2-trifluoroethyl)amino)pyrimidine-2,4(1H,3H)-dione；1,3-dimethyl-6-(2,2,2-trifluoroethylamino)pyrimidine-2,4-dione
• CAS: 21544-65-0
• 化学式: C₈H₁₀F₃N₃O₂
• 分子量: 237.182
• InChiKey: LQSIIJDQDVPNII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-6-(2,2,2-trifluoro-ethylamino)-1H-pyrimidine-2,4-dione 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 偶氮二异丁腈 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,3-dimethyl-8-(trifluoromethyl)-3,7-dihydro-1H-purine-2,6-dione
  参考文献：
  名称：

  A High Chemical Reactivity of 5-Azidouracils and Its Synthetic Application: Novel Synthesis of 8-Substituted 1,3-Dimethylxanthine Derivatives

  摘要：

  A novel method for the preparation of 8-substituted 1,3-dimethylxanthine derivatives (7 or 8) is described: treatment of 6-alkylamino-5-bromo-1,3-dimethyluracils (6a-e), easily prepared by bromination of the corresponding 6-alkylamino-1, 3-dimethyluracils (5), with sodium azide in DMF at ambient temperature allowed the direct formation of the 8-substituted 1,3-dimethylxanthines (7) proceeding via a transient formation of the corresponding 5-azido-1 ,3-dimethyluracils. The 5-bromo-1,3-dimethyluracils (6f, g) possessing an ct-branched alkylamino group at the 6-position similarly react with sodium azide to afford 8,8-disubstituted 1,3-dimethyl-8H-xanthines (8,8-disubstituted 1,3-dimethyl-3,g-dihydropurine-2,6-diones)(8).

  DOI：

  10.3987/com-97-s68

文献信息

• Reactions of 6-amino-1,3-dimethyluracils with thionyl chloride. I. Novel thiazole synthesis. 4,5,6,7-Tetrahydrothiazolo[4,5-d]pyrimidine-5,7-diones
  作者：Irving M. Goldman

  DOI：10.1021/jo01263a014

  日期：1969.11