2-(4-chlorophenyl)-4-oxo-6-phenyl-3,4-dihydropyrimidine-5-carbonitrile | 95064-63-4

• 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: 2-(4-chlorophenyl)-4-oxo-6-phenyl-3,4-dihydropyrimidine-5-carbonitrile
• 英文别名: 6-oxo-2-(4-chlorophenyl)-4-phenyl-1,6-dihydro-pyrimidine-5-carbonitrile；2-(4-chlorophenyl)-4-oxo-6-phenyl-1H-pyrimidine-5-carbonitrile
• CAS: 95064-63-4
• 化学式: C₁₇H₁₀ClN₃O
• 分子量: 307.739
• InChiKey: JJKZXPLVZNVGBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.54
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  ethyl N-(4-chlorobenzoyl)benzenecarboximidate 、 氰乙酰胺 在 sodium methylate 作用下， 反应 4.0h， 以77%的产率得到2-(4-chlorophenyl)-4-oxo-6-phenyl-3,4-dihydropyrimidine-5-carbonitrile
  参考文献：
  名称：

  Cuadrado, Francisco J.; Perez, Miguel A.; Soto, Jose L., Journal of the Chemical Society. Perkin transactions I, 1984, p. 2447 - 2450

  摘要：

  DOI：

文献信息

• Antinociceptive pyrimidine derivatives: aqueous multicomponent microwave assisted synthesis
  作者：Augusto L. Xavier、Alfredo M. Simas、Emerson P. da S. Falcão、Janaína V. dos Anjos

  DOI：10.1016/j.tetlet.2013.04.099

  日期：2013.6

  Pyrimidines and their oxo-derivatives are well researched due to their anti-inflammatory, analgesic, antimicrobial, antiviral, and interferon inducing activities. New pyrimidine derivatives are therefore frequently synthesized to build up small molecule libraries for the discovery of drug candidates. Synthesis of 2,6-diaryl-4-(3H)-pyrimidinones and 2,6-diaryl-4-aminopyrimidines is traditionally a 2-day laboratory effort carried out in two steps, always using ethanol as solvent, and triethylamine as base. In this Letter, we advance a one-step alternative synthetic method with a 40 min reaction time using a microwave reactor in an aqueous media with potassium carbonate as base. The average yields were also somewhat improved. This new method thus emerges as more eco-friendly, not only because it does not employ triethylamine as base, but also due to a much reduced usage of organic solvents, leading to less harmful residues. Using this method, we synthesized twenty pyrimidine derivatives with antinociceptive activities in satisfactory chemical yields. (C) 2013 Elsevier Ltd. All rights reserved.
• CUADRADO, F. J.;PEREZ, M. A.;SOTO, J. L., J. CHEM. SOC. PERKIN TRANS., 1984, N 10, 2447-2449
  作者：CUADRADO, F. J.、PEREZ, M. A.、SOTO, J. L.

  DOI：——

  日期：——
• Cuadrado, Francisco J.; Perez, Miguel A.; Soto, Jose L., Journal of the Chemical Society. Perkin transactions I, 1984, p. 2447 - 2450
  作者：Cuadrado, Francisco J.、Perez, Miguel A.、Soto, Jose L.

  DOI：——

  日期：——