5-cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-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: 5-cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 5-cyclopent-2-en-1-yl-6-hydroxy-1,3-dimethylpyrimidine-2,4-dione
• 化学式: C₁₁H₁₄N₂O₃
• 分子量: 222.244
• InChiKey: AORSGYSKCPNVTP-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：
  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：

  5-cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 在 hexamethylene tetramine hydrobromide perbromide 、 pyridinium hydrobromide perbromide 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以70%的产率得到(10-anti)-10-bromo-5,6,7,8-tetrahydro-1,3-dimethyl-5,8-methanooxepano[3,2-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：

  3-碘苄胺 、 6-hydroxy-1,3-dimethyluracil 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以55%的产率得到5-cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-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

文献信息

• 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
  作者：Krishna C. Majumdar、Uday K. Kundu、Swapan K. Samanta、Nirmal K. Jana

  DOI：10.1007/s00706-003-0043-z

  日期：2003.8.1

  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.