1-(2,4-dinitro-phenyl)-5-bromo-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: 1-(2,4-dinitro-phenyl)-5-bromo-1H-pyrimidine-2,4-dione
• 英文别名: 5-Bromo-1-(2,4-dinitrophenyl)pyrimidine-2,4-dione
• 化学式: C₁₀H₅BrN₄O₆
• 分子量: 357.077
• InChiKey: NYCKHKOWDVXNFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  141
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-溴尿嘧啶 、 1-氯-2,4-二硝基苯 在 zinc(II) oxide 作用下， 反应 0.5h， 以92%的产率得到1-(2,4-dinitro-phenyl)-5-bromo-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  A highly efficient protocol for the synthesis of N-aryl nucleobases using zinc oxide in ionic liquids

  摘要：

  A highly efficient and simple method for the synthesis of N-aryl derivatives of pyrimidine and purine nucleobases via N-arylation of nucleobases using zinc oxide in 1-butyl-3-methylimidazolium bromide ([bmim]Br) under microwave as well as thermal conditions is described. In both conditions, the title compounds were produced in high to excellent yields and in short reaction times.

  DOI：

  10.1007/bf03246033

文献信息

• A convenient method for N-1 arylation of uracil derivatives
  作者：Andrzej Gondela、Krzysztof Walczak

  DOI：10.1016/j.tetlet.2006.04.130

  日期：2006.7

  1-(4-Nitrophenyl)- and 1-(2,4-dinitrophenyl)uracil derivatives have been obtained by direct arylation of uracil and its 5-substituted derivatives using 1-fluoro-4-nitrobenzene or 1-fluoro-2,4-dinitrobenzene in the presence of a base. The application of the newly obtained uracil derivatives in further synthesis is also presented.

  1-（4-硝基苯基）-和1-（2,4-二硝基苯基）尿嘧啶衍生物是通过使用1-氟-4-硝基苯或1-氟-2,4将尿嘧啶及其5-取代衍生物直接芳基化制得的-二硝基苯在碱的存在下。还介绍了新获得的尿嘧啶衍生物在进一步合成中的应用。