1,3-dimethyl-4-(4-nitro-phenyl)-2-oxo-6-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1,3-dimethyl-4-(4-nitro-phenyl)-2-oxo-6-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
• 英文别名: ethyl 1,3-dimethyl-4-(4-nitrophenyl)-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate；ethyl 1,3-dimethyl-4-(4-nitrophenyl)-2-oxo-6-phenyl-4H-pyrimidine-5-carboxylate
• 化学式: C₂₁H₂₁N₃O₅
• 分子量: 395.415
• InChiKey: TXBJXDUIRAIITJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  95.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-二甲基脲 、 对硝基苯甲醛 、 苯甲酰乙酸乙酯 在 Dowex-50W 作用下， 以55%的产率得到1,3-dimethyl-4-(4-nitro-phenyl)-2-oxo-6-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Dowex-promoted general synthesis of N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones using a solvent-free Biginelli condensation protocol

  摘要：

  Dowex-50W ion exchange resin-promoted solvent-free heating of an intimate mixture of an aldehyde, an active methylene compound and N,N'-dimethylurea furnished the title compounds in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.061

文献信息

• Efficient synthesis of 3,4-dihydropyrimidin-2-ones in low melting tartaric acid–urea mixtures
  作者：Sangram Gore、Sundarababu Baskaran、Burkhard Koenig

  DOI：10.1039/c1gc00009h

  日期：——

  A general, efficient and green method for the synthesis of dihydropyrimidinones is described under mild conditions employing low melting mixtures of L-(+)-tartaric acid and urea derivatives as a novel reaction medium. The melt plays a triple role: as solvent, as catalyst and as reactant, furnishing highly functionalized dihydropyrimidinones in good to excellent yields.

  本文描述了一种在温和条件下合成二氢嘧啶酮的通用、高效且环保的方法，该方法采用L-(+)-酒石酸和尿素衍生物的低熔点混合物作为新型反应介质。熔体具有三重作用：作为溶剂、催化剂和反应物，以良好至极佳的收率提供高官能化的二氢嘧啶酮。
• Dowex-promoted general synthesis of N,N′-disubstituted-4-aryl-3,4-dihydropyrimidinones using a solvent-free Biginelli condensation protocol
  作者：Kamaljit Singh、Divya Arora、Sukhdeep Singh

  DOI：10.1016/j.tetlet.2006.04.061

  日期：2006.6

  Dowex-50W ion exchange resin-promoted solvent-free heating of an intimate mixture of an aldehyde, an active methylene compound and N,N'-dimethylurea furnished the title compounds in moderate to good yields. (c) 2006 Elsevier Ltd. All rights reserved.