Methyl (E)-6-methyl-2-oxo-4-styryl-1,2,3,4-tetrahydropyrimidine-5-carboxylate

• 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: Methyl (E)-6-methyl-2-oxo-4-styryl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: Methyl 1,2,3,4-tetrahydro-6-methyl-2-oxo-4-styryl-pyrimidine-5-carboxylate；2-Oxo-4-styryl-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid methyl ester；methyl 6-methyl-2-oxo-4-[(E)-2-phenylethenyl]-3,4-dihydro-1H-pyrimidine-5-carboxylate
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: BUBDVBJYVPMWEM-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反式肉桂醛 、 乙酰乙酸甲酯 、 尿素 在 triphenylbismuth(V) bis(perfluorooctanesulfonate) 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以74%的产率得到Methyl (E)-6-methyl-2-oxo-4-styryl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Recyclable Triphenylbismuth(V) Bisperfluorooctanesulfonate Catalyzed Synthesis of Dihydropyrimidinones

  摘要：

  Triphenylbismuth(V) bisperfluorooctanesulfonate Ph3Bi(OSO2C8F17)(2) was successfully synthesized by treatment of Ph3BiCl2 with C8F17SO2OAg, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of dihydropyrimidinones (DHPMs) via three-component reaction of aromatic aldehydes, 1,3-dicarbonyl compound and urea under mild conditions. Furthermore, it can be reused without loss of activity in a test of five cycles. Hence, here we provide a convenient and efficient method for preparation of dihydropyrimidinones.

  DOI：

  10.3987/com-19-14196

文献信息

• Recyclable Triphenylbismuth(V) Bisperfluorooctanesulfonate Catalyzed Synthesis of Dihydropyrimidinones
  作者：Ablimit Abdukader、Rong Wang、Marhaba Mamat

  DOI：10.3987/com-19-14196

  日期：——

  Triphenylbismuth(V) bisperfluorooctanesulfonate Ph3Bi(OSO2C8F17)(2) was successfully synthesized by treatment of Ph3BiCl2 with C8F17SO2OAg, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of dihydropyrimidinones (DHPMs) via three-component reaction of aromatic aldehydes, 1,3-dicarbonyl compound and urea under mild conditions. Furthermore, it can be reused without loss of activity in a test of five cycles. Hence, here we provide a convenient and efficient method for preparation of dihydropyrimidinones.