5-(furan-2-yl)-9,10-dihydropyrido[2,3-d:6,5-d]dipyrimidine-2,4,6,8(1H,3H,5H,7H)-tetraone | 1109290-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 5-(furan-2-yl)-9,10-dihydropyrido[2,3-d:6,5-d]dipyrimidine-2,4,6,8(1H,3H,5H,7H)-tetraone
• CAS: 1109290-99-4
• 化学式: C₁₃H₉N₅O₅
• 分子量: 315.245
• InChiKey: YSNBOSQAEDGLIM-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C (decomp)
• 密度：
  1.78±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.73
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  156.61
• 氢给体数：
  5.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  3-吲哚甲醛 、 巴比妥酸 在 ammonium acetate 作用下， 以 乙二醇 为溶剂， 以82%的产率得到5-(furan-2-yl)-9,10-dihydropyrido[2,3-d:6,5-d]dipyrimidine-2,4,6,8(1H,3H,5H,7H)-tetraone
  参考文献：
  名称：

  A novel approach towards the synthesis of tricyclic systems based on pyridine, pyran, thiopyran, azepine, oxepin, thiepin, and pyrimidine rings under different solvent conditions

  摘要：

  在不同溶剂条件下，通过二聚酮与芳香族一醛的缩合，合成了一些氧、氮和硫基缩合杂环。

  DOI：

  10.1139/v10-015

文献信息

• Catalyst-free synthesis of dihydropyridine from barbituric acid in water
  作者：Najmadin Azizi、Akbar Mobinikhaledi、Alireza Khajeh Amiri、Hossein Ghafuri

  DOI：10.1007/s11164-012-0543-8

  日期：2012.11

  An operationally simple, atom-economical, and green procedure has been developed for the synthesis of dihydropyridine derivatives by a simple condensation of barbituric acid, aldehyde, and ammonium acetate in water under catalyst-free conditions. Excellent yields and purity were obtained with only filtration and washing with hot water and ethanol.

  已开发一种操作简单、原子经济性强且环保的程序，通过在无催化剂条件下，将巴比妥酸、醛和乙酸铵在水中简单冷凝合成二氢吡啶衍生物。仅通过过滤和用热水及乙醇洗涤即可获得优良的产率和纯度。
• Rapid and efficient synthesis of fused heterocyclic pyrimidines under ultrasonic irradiation
  作者：Mohammad Hossein Mosslemin、Mohammad Reza Nateghi

  DOI：10.1016/j.ultsonch.2009.07.002

  日期：2010.1

  Some fused heterocyclic pyrimidines have been synthesized in high yields using ultrasound irradiation in a one-pot, three-component and efficient process by condensation reaction of barbituric acids, aldehydes and a series of enamines in water. Prominent among the advantages of this new method are operational simplicity, good yields in short reaction times and easy work-up procedures employed. (C) 2009 Elsevier B.V. All rights reserved.