5-(2-chloro-5-nitrobenzylidene)pyrimidine-2.4.6(1H.3H.5H)-trione | 1065135-79-6

• 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-(2-chloro-5-nitrobenzylidene)pyrimidine-2.4.6(1H.3H.5H)-trione
• 英文别名: 5-[(2-Chloro-5-nitrophenyl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 1065135-79-6
• 化学式: C₁₁H₆ClN₃O₅
• 分子量: 295.639
• InChiKey: WZOYBTMIMDOBIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 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：
  121
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 2-氯-5-硝基苯甲醛 以 乙醇 为溶剂， 反应 0.5h， 以95%的产率得到5-(2-chloro-5-nitrobenzylidene)pyrimidine-2.4.6(1H.3H.5H)-trione
  参考文献：
  名称：

  Nuclear magnetic resonance and molecular modeling study of exocyclic carbon–carbon double bond polarization in benzylidene barbiturates

  摘要：

  Benzylidene barbiturates are important materials for the synthesis of heterocyclic compounds with potential for the development of new drugs. The reactivity of benzylidene barbiturates is mainly controlled by their exocyclic carbon-carbon double bond. In this work, the exocyclic double bond polarization was estimated experimentally by NMR and correlated with the Hammett sigma values of the aromatic ring substituents and the molecular modeling calculated atomic charge difference. It is demonstrated that carbon chemical shift differences and NBO charge differences can be used to predict their reactivity. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.09.021