6-iodo-3-methyl-2-(propylsulfanyl)quinazolin-4(3H)-one | 19868-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-iodo-3-methyl-2-(propylsulfanyl)quinazolin-4(3H)-one
• 英文别名: 6-iodo-3-methyl-2-propylsulfanyl-3H-quinazolin-4-one；6-Jod-2-propylthio-3-methyl-4-(3H)-chinazolon；6-iodo-3-methyl-2-propylsulfanylquinazolin-4-one
• CAS: 19868-49-6
• 化学式: C₁₂H₁₃IN₂OS
• 分子量: 360.219
• InChiKey: SJRYWFKVGWHYFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 6-iodo-3-methyl-2-(propylsulfanyl)quinazolin-4(3H)-one 以 melt 为溶剂， 反应 6.0h， 以77%的产率得到2-碘-6H-苯并咪唑并[2,1-b]喹唑啉-12-酮
  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：

  溴丙烷 、 2-thio-3-methyl-6-iodo-4(3H)-quinazolinone 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 15.0h， 以63%的产率得到6-iodo-3-methyl-2-(propylsulfanyl)quinazolin-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