6-(2-环戊烯-1-基)-5-羟基-1,3-二甲基-2,4(1H,3H)-嘧啶二酮 | 651312-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 6-(2-环戊烯-1-基)-5-羟基-1,3-二甲基-2,4(1H,3H)-嘧啶二酮
• 英文名称: 6-cyclopent-2-enyl-5-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 6-cyclopent-2-en-1-yl-5-hydroxy-1,3-dimethylpyrimidine-2,4-dione
• CAS: 651312-86-6
• 化学式: C₁₁H₁₄N₂O₃
• 分子量: 222.244
• InChiKey: LTLQUXQUPBCEHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(2-环戊烯-1-基)-5-羟基-1,3-二甲基-2,4(1H,3H)-嘧啶二酮 在 硫酸 作用下， 反应 2.0h， 以75%的产率得到6,7,8,9-tetrahydro-1,3-dimethyl-6,9-methanooxepano[2,3-e]-pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of Pyrimidine Annelated Heterocycles [1]. Regioselective Heterocyclization of 6-Cyclopent-2-enyl-5-hydroxy-1,3-dimethyl-pyrimidine-2,4( 1H , 3H )-dione and 5-Cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-2,4( 1H , 3H )-dione

  摘要：

  Two hitherto unreported pyrimidine amelated heterocycles were synthesized from 6-cyclopent-2-enyl-5-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione and 5-cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyritnidine-2,4(1H,3H)-dione by reaction with pyridine hydrotribromide or hexamethylenetetramine hydrotribromide. The first one was also obtained by reaction with concentrated sulfuric acid.

  DOI：

  10.1007/s00706-003-0043-z
• 作为产物：
  描述：

  5-羟基-1,3-二甲基嘧啶-2,4-二酮 、 3-碘苄胺 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以65%的产率得到6-(2-环戊烯-1-基)-5-羟基-1,3-二甲基-2,4(1H,3H)-嘧啶二酮
  参考文献：
  名称：

  Synthesis of Pyrimidine Annelated Heterocycles [1]. Regioselective Heterocyclization of 6-Cyclopent-2-enyl-5-hydroxy-1,3-dimethyl-pyrimidine-2,4( 1H , 3H )-dione and 5-Cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-2,4( 1H , 3H )-dione

  摘要：

  Two hitherto unreported pyrimidine amelated heterocycles were synthesized from 6-cyclopent-2-enyl-5-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione and 5-cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyritnidine-2,4(1H,3H)-dione by reaction with pyridine hydrotribromide or hexamethylenetetramine hydrotribromide. The first one was also obtained by reaction with concentrated sulfuric acid.

  DOI：

  10.1007/s00706-003-0043-z