(2,4,6-trioxo-1,2,3,4,5,6-hexahydropyrimidin-5-yl)[2-(5-hydroxy-3-methylpyrazol-1-yl)-6-methyl-4-oxo-3,4-dihydropyrimidin-5-yl]phenylmethane | 1206694-35-0

• 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: (2,4,6-trioxo-1,2,3,4,5,6-hexahydropyrimidin-5-yl)[2-(5-hydroxy-3-methylpyrazol-1-yl)-6-methyl-4-oxo-3,4-dihydropyrimidin-5-yl]phenylmethane
• CAS: 1206694-35-0
• 化学式: C₂₀H₁₈N₆O₅
• 分子量: 422.4
• InChiKey: JYFOUUZCHCKSEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.39
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  159.07
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2,4,6-trioxo-1,2,3,4,5,6-hexahydropyrimidin-5-yl)[2-(5-hydroxy-3-methylpyrazol-1-yl)-6-methyl-4-oxo-3,4-dihydropyrimidin-5-yl]phenylmethane 在 水 作用下， 生成 巴比妥酸 、 6-methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazol-1-yl)pyrimidin-4(1H)-one 、 苯甲醛
  参考文献：
  名称：

  6-Methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazolyl)-pyrimidin-4(1H)-one as CH acid in Michael reaction

  摘要：

  Addition of 6-methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazol-1-yl)pyrimidin-4(1H)-one, a compound with two CH-acidic centers, to 5-benzylidenepyrimidine-2,4,6(1H,3H,5H)-trione proceeds with the participation of the atom C-5 of pyrimidine ring. Under the realized reaction conditions the latter possesses a greater nucleophilicity as a result of the priority ionization. The obtained Michael adduct is unstable in the neutral aqueous medium and is decomposed into initial oxopyrazolylpyrimidinone, pyrimidine-2,4,6-(1H,3H,5H)-trione, and benzaldehyde.

  DOI：

  10.1134/s1070363209070214
• 作为产物：
  描述：

  5-苯亚甲基巴比土酸 、 6-methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazol-1-yl)pyrimidin-4(1H)-one 在 sodium ethanolate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.08h， 以20%的产率得到(2,4,6-trioxo-1,2,3,4,5,6-hexahydropyrimidin-5-yl)[2-(5-hydroxy-3-methylpyrazol-1-yl)-6-methyl-4-oxo-3,4-dihydropyrimidin-5-yl]phenylmethane
  参考文献：
  名称：

  6-Methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazolyl)-pyrimidin-4(1H)-one as CH acid in Michael reaction

  摘要：

  Addition of 6-methyl-2-(3-methyl-5-oxo-2,5-dihydropyrazol-1-yl)pyrimidin-4(1H)-one, a compound with two CH-acidic centers, to 5-benzylidenepyrimidine-2,4,6(1H,3H,5H)-trione proceeds with the participation of the atom C-5 of pyrimidine ring. Under the realized reaction conditions the latter possesses a greater nucleophilicity as a result of the priority ionization. The obtained Michael adduct is unstable in the neutral aqueous medium and is decomposed into initial oxopyrazolylpyrimidinone, pyrimidine-2,4,6-(1H,3H,5H)-trione, and benzaldehyde.

  DOI：

  10.1134/s1070363209070214