6-(3-nitroanilino)-1H-pyrimidine-2,4-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(3-nitroanilino)-1H-pyrimidine-2,4-dione
• 化学式: C₁₀H₈N₄O₄
• 分子量: 248.198
• InChiKey: FBFVJCJCQLMFCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(3-nitroanilino)-1H-pyrimidine-2,4-dione 、 2,3-二甲氧基苯甲醛 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以66%的产率得到9-methoxy-10-(3-nitrophenyl)pyrimido[4,5-b]quinoline-2,4(3H,10H)-dione
  参考文献：
  名称：

  Annulation of 6-aminouracils with 2,3-dimethoxy- and 2-fluorobenzaldehydes and 2-chloro-7-methoxyquinoline-3-carbaldehyde

  摘要：

  6-R-Aminouracils reacted with 2,3-dimethoxybenzaldehyde to give 10-R-substituted 9-methoxy-5-deazaflavins. No expected 5-deazaflavins were obtained in analogous reactions of 2,3-dimethoxybenzaldehyde with 6-aminouracil hydrochlorides. On the other hand, the corresponding 5-deazaflavin and naphthyridine hydrochlorides were formed in the reactions of 6-aminouracil hydrochlorides with 2-fluorobenzaldehyde and 2-chloro-7-methoxyquinoline-3-carbaldehyde. The newly synthesized 9,10-substituted 5-deazaflavins and benzo[b]pyrimido[5,4-g][1,8]naphthyridines attract interest as potential biologically active substances and substrates for further structural modifications.

  DOI：

  10.1134/s1070428015100152

文献信息

• Synthesis of new tetrahydrobenzo[b]pyrimido- [5,4-g][1,8]naphthyridine-2,4-diones from 6-aminouracils
  作者：G. S. Karakhanyan

  DOI：10.1134/s1070428017100232

  日期：2017.10

  Cyclocondensation of N-substituted 6-aminouracils with 3- and 7-methyl-2-iodoquinoline-3-carbaldehydes gave the corresponding 12- or 9,12-substituted benzo[b]pyrimido[5,4-g][1,8]naphthyridine-2,4-dioncs.