N-(5-oxo-7-phenyl-5,6-dihydro-pyrimido[4,5-d]-pyrimidin-2yl)-methacrylamide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(5-oxo-7-phenyl-5,6-dihydro-pyrimido[4,5-d]-pyrimidin-2yl)-methacrylamide
• 英文别名: 2-methyl-N-(5-oxo-7-phenyl-6H-pyrimido[4,5-d]pyrimidin-2-yl)prop-2-enamide
• 化学式: C₁₆H₁₃N₅O₂
• 分子量: 307.312
• InChiKey: AYOVDYRVZDWXCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  96.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-acetylamino-4-chloro-5-ethoxycarbonylpyrimidine 在 BF₄^(1-)*Cu⁽¹⁺⁾*(x)H₂O 、 三乙胺 作用下， 以 neat (no solvent) 为溶剂， 反应 0.8h， 生成 N-(5-oxo-7-phenyl-5,6-dihydro-pyrimido[4,5-d]-pyrimidin-2yl)-methacrylamide
  参考文献：
  名称：

  Synthesis, Characterization, andIn VitroAntimicrobial Activity of a New Class of 7-Substituted Amino-2-phenyl-3H-pyrimido[4,5-d]pyrimidin-4-one

  摘要：

  A new class of pyrimido pyrimidine derivatives that exhibitsin vitro antimicrobial activity was synthesized. The protection of amino group in the compound 1 with acetic anhydride, followed by the reaction with POCl3, gave 3. The reaction of 3 with different substituted phenyl methanediamine in dry TEA under inert atmosphere led to the formation of 4. Deprotection of 4 followed by refluxion with different acid chlorides yielded title compounds 6a, 6b, 6c, 6d, 6e, 6f, 6g, 6h, 6i, 6j, 6k, 6l, 6m in good yields. The identities of these compounds were confirmed following elemental analysis, IR, 1H, 13C NMR, and mass spectral studies. All the title compounds exhibited pronounced in vitro antibacterial and antifungal activities.

  DOI：

  10.1002/jhet.1542