5-(4-bromobenzylideneamino)pyrimidine-2,4(1H,3H)-dione | 273745-64-5

• 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: 5-(4-bromobenzylideneamino)pyrimidine-2,4(1H,3H)-dione
• 英文别名: 5-[(4-bromophenyl)methylideneamino]-1H-pyrimidine-2,4-dione
• CAS: 273745-64-5
• 化学式: C₁₁H₈BrN₃O₂
• 分子量: 294.107
• InChiKey: HRQQDZBIRXZNHE-UHFFFAOYSA-N

物化性质

• 熔点：
  346-348 °C
• 密度：
  1.69±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 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：
  70.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-bromobenzylideneamino)pyrimidine-2,4(1H,3H)-dione 在 potassium carbonate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 1,3-bis(4-methoxybenzyl)-5-[5-(4-bromophenyl)-3-(4-chlorophenyl)-1,2,4-oxadiazol-4(5H)-yl]pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Aldimines of 5-aminouracil as reagents in 1,3-dipolar cycloaddition reaction

  摘要：

  The condensation of 5-aminouracil with aromatic aldehydes gave the appropriate C-arylimines, which were used in [2+3] cycloaddition with nitrile oxides derived from 4-substituted benzaldoximes. As a result of the dipolar cycloaddition reaction several hitherto unknown 5-(3,5-diphenyl-1,2,4-oxadiazol-4(5H)-yl)pyrimidine-2,4(1H,3H)-diones have been obtained in satisfactory yields.

  DOI：

  10.1007/s00706-011-0616-1
• 作为产物：
  描述：

  5-氨基尿嘧啶 、 对溴苯甲醛 以 乙醇 、 水 为溶剂， 生成 5-(4-bromobenzylideneamino)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  5-Arylideneaminouracyls: IV. Phosphorylated derivatives and their biological activity

  摘要：

  It extension of the studies on the search for the new biologically active 5-aminouracyl derivatives, we synthesized by the reaction of dialkylphosphites with arylideneuracils respective aminomethylphosphonates. The high level of the antiviral and anti-mycobacterial activity of the target compounds correlates well with the physicochemical parameters characterizing their structure.

  DOI：

  10.1134/s1070363209080106

文献信息

• 5-Arylideneaminouracils: I. Synthesis and relations between physicochemical parameters and biological activity
  作者：V. I. Krutikov、A. V. Erkin

  DOI：10.1134/s107036320905020x

  日期：2009.5

  A number of 5-arylideneaminouracils were synthesized by condensation of 5-aminouracil with substituted aromatic aldehydes. Correlation analysis according to Hantzsch revealed strong effects of the lipophilicity parameter and hydration energy of these compounds on their biological activity.