5-amino-6-(cyclohex-2-enyl)-1,3-dimethyluracil | 360559-78-0

• 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: 5-amino-6-(cyclohex-2-enyl)-1,3-dimethyluracil
• 英文别名: 5-Amino-6-cyclohex-2-enyl-1,3-dimethyl-uracil；5-amino-6-cyclohex-2-en-1-yl-1,3-dimethylpyrimidine-2,4-dione
• CAS: 360559-78-0
• 化学式: C₁₂H₁₇N₃O₂
• 分子量: 235.286
• InChiKey: FCVLGPPVVXZNQE-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：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-amino-6-(cyclohex-2-enyl)-1,3-dimethyluracil 在 palladium on activated charcoal 硫酸 作用下， 以 二苯醚 为溶剂， 反应 4.0h， 生成 1,3-dimethyl-5H-indolo[3,2-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Studies on Pyrimidines: Synthesis of Pyrimidine-Annelated Heterocycles from 5-Amino-6-cyclohex-2-enyl-1, 3-dimethyl-uracil

  摘要：

  Treatment of 5-amino-6-cyclohex-2-enyl-1,3-dimethyl-uracil with pyridinium hydrotribromide or hexamethylenetetrammonium hydrotribromide furnished the corresponding linear heterocyclic 6-bromo-1,3-dimethylhexahydroindolo[3,2-d]pyrimidine-2,4-diones in 90% yield. Reaction of the same educt with molecular bromine in chloroform afforded the bicyclic 9-bromo-1,3-dimethylhexahydrobicyclo [3.3.1]indole[3,2-d]pyrimidine-2,4-diones in 85% yield. Upon treatment of the above substrate with cold concentrated sulfuric acid, a mixture of 1,3-dimethylhexahydroindolo[3,2-d]pyrimidine-2,4-dione (28%) and 1,3-dimethylhexahydrobicyclo [3.3.1]indolo[3,2-d]pyrimidine-2,4-dione (60%) was obtained.

  DOI：

  10.1007/s007060170100
• 作为产物：
  描述：

  5-(N-(cyclohex-2-enyl)-N-methylamino)-1,3-dimethyluracil 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以38%的产率得到5-amino-6-(cyclohex-2-enyl)-1,3-dimethyluracil
  参考文献：
  名称：

  Studies on Pyrimidines: Synthesis of Pyrimidine-Annelated Heterocycles from 5-Amino-6-cyclohex-2-enyl-1, 3-dimethyl-uracil

  摘要：

  Treatment of 5-amino-6-cyclohex-2-enyl-1,3-dimethyl-uracil with pyridinium hydrotribromide or hexamethylenetetrammonium hydrotribromide furnished the corresponding linear heterocyclic 6-bromo-1,3-dimethylhexahydroindolo[3,2-d]pyrimidine-2,4-diones in 90% yield. Reaction of the same educt with molecular bromine in chloroform afforded the bicyclic 9-bromo-1,3-dimethylhexahydrobicyclo [3.3.1]indole[3,2-d]pyrimidine-2,4-diones in 85% yield. Upon treatment of the above substrate with cold concentrated sulfuric acid, a mixture of 1,3-dimethylhexahydroindolo[3,2-d]pyrimidine-2,4-dione (28%) and 1,3-dimethylhexahydrobicyclo [3.3.1]indolo[3,2-d]pyrimidine-2,4-dione (60%) was obtained.

  DOI：

  10.1007/s007060170100