4-(trifluoromethyl)-6-(4-iodophenyl)pyrimidin-2(1H)-one | 1552312-68-1

• 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: 4-(trifluoromethyl)-6-(4-iodophenyl)pyrimidin-2(1H)-one
• 英文别名: 4-(Trifluoromethyl)-6-(4-iodophenyl)-pyrimidin-2(1h)-one；4-(4-iodophenyl)-6-(trifluoromethyl)-1H-pyrimidin-2-one
• CAS: 1552312-68-1
• 化学式: C₁₁H₆F₃IN₂O
• 分子量: 366.081
• InChiKey: GDJWJRFWZXSAQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,1,1-trifluoro-4-(4-iodophenyl)-4-methoxybut-3-en-2-one 、 尿素 在 盐酸 、 1-n-butyl-3-methylimidazolium tetrafluoroborate 作用下， 以 水 为溶剂， 反应 6.0h， 以97%的产率得到4-(trifluoromethyl)-6-(4-iodophenyl)pyrimidin-2(1H)-one
  参考文献：
  名称：

  Ionic liquid/HCl catalyzed synthesis of 4-(trifluoromethyl)-2(1H)-pyrimidinones

  摘要：

  4-(Trifluoromethyl)-2(1H)-pyrimidinones were synthesized from the reaction between 1,1,1-trifluoro-4-methoxy-3-buten-2-ones [CF3C(O)C(R-2)C(R-1)(OCH3) where R-1 = Ph, 4-F-C6H4, 4-Cl-C6H4, 4-Br-C6H4, 4-I-C6H4, 4-CH3-C6H4, naphth-2-yl, 4-OCH3-C6H4, thien-2-yl and R-2 = H, CH3] and urea in the presence of ionic liquid [BMIM][BF4] combined with HCl. The results demonstrate that [BMIM][BF4]/HCl catalyzed the reaction in the absence of molecular solvents. Use of ionic liquid combined with HCl allowed the reaction temperatures to be increased to 100 A degrees C and decreased the reaction times from 48-72 to 3-6 h. The products were obtained in good yields (70-97 %).

  DOI：

  10.1007/s00706-013-1126-0