5,6-dimethyl-2-(propylsulfanyl)pyrimidin-4(3H)-one

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5,6-dimethyl-2-(propylsulfanyl)pyrimidin-4(3H)-one
• 英文别名: 5,6-Dimethyl-2-(propylsulfanyl)pyrimidin-4(3h)-one；4,5-dimethyl-2-propylsulfanyl-1H-pyrimidin-6-one
• 化学式: C₉H₁₄N₂OS
• 分子量: 198.289
• InChiKey: TVNKPCMELLJYMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 5,6-dimethyl-2-(propylsulfanyl)pyrimidin-4(3H)-one 以 melt 为溶剂， 反应 6.0h， 以69%的产率得到2,3-dimethyl-1H-benz[4,5]imidazo[1,2-a]pyrimidin-4-one
  参考文献：
  名称：

  New general synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and benzo[4,5]imidazo[2,1-b]quinazoline derivatives

  摘要：

  The reactions of benzene-1,2-diamine with 5-substituted 2-(alkylsulfanyl)-4-methylpyrimidin-6(1H)-ones and 2-(propylsulfanyl)- and 5-iodo-2-(propylsulfanyl)-3,4-dihydroquinazolines at 175-185A degrees C under solvent-free conditions unexpectedly afforded benzo[4,5]imidazo[1,2-a]pyrimidine, benzo[4,5]imidazo[2,1-b]-quinazoline, and 2,2'-(benzene-1,2-diyldiimino)bis[pyrimidin-4(3H)-ones]. The described reaction is the first example of synthesis of these heterocyclic systems by fusion of benzimidazole to pyrimidine or quinazoline and is likely to follow ANRORC mechanism.

  DOI：

  10.1134/s1070428016070150
• 作为产物：
  描述：

  5,6-二甲基-2-硫代尿苷 、 溴丙烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 15.0h， 以79%的产率得到5,6-dimethyl-2-(propylsulfanyl)pyrimidin-4(3H)-one
  参考文献：
  名称：

  New general synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and benzo[4,5]imidazo[2,1-b]quinazoline derivatives

  摘要：

  The reactions of benzene-1,2-diamine with 5-substituted 2-(alkylsulfanyl)-4-methylpyrimidin-6(1H)-ones and 2-(propylsulfanyl)- and 5-iodo-2-(propylsulfanyl)-3,4-dihydroquinazolines at 175-185A degrees C under solvent-free conditions unexpectedly afforded benzo[4,5]imidazo[1,2-a]pyrimidine, benzo[4,5]imidazo[2,1-b]-quinazoline, and 2,2'-(benzene-1,2-diyldiimino)bis[pyrimidin-4(3H)-ones]. The described reaction is the first example of synthesis of these heterocyclic systems by fusion of benzimidazole to pyrimidine or quinazoline and is likely to follow ANRORC mechanism.

  DOI：

  10.1134/s1070428016070150

文献信息

• New general synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine and benzo[4,5]imidazo[2,1-b]quinazoline derivatives
  作者：A. A. Harutyunyan

  DOI：10.1134/s1070428016070150

  日期：2016.7

  The reactions of benzene-1,2-diamine with 5-substituted 2-(alkylsulfanyl)-4-methylpyrimidin-6(1H)-ones and 2-(propylsulfanyl)- and 5-iodo-2-(propylsulfanyl)-3,4-dihydroquinazolines at 175-185A degrees C under solvent-free conditions unexpectedly afforded benzo[4,5]imidazo[1,2-a]pyrimidine, benzo[4,5]imidazo[2,1-b]-quinazoline, and 2,2'-(benzene-1,2-diyldiimino)bis[pyrimidin-4(3H)-ones]. The described reaction is the first example of synthesis of these heterocyclic systems by fusion of benzimidazole to pyrimidine or quinazoline and is likely to follow ANRORC mechanism.