4-(2,4-dimethylphenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidin-2(1H)-one

• 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: 4-(2,4-dimethylphenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidin-2(1H)-one
• 英文别名: methyl 4-(2,4-dimethylphenyl)-2-oxo-6-propan-2-yl-3,4-dihydro-1H-pyrimidine-5-carboxylate
• 化学式: C₁₇H₂₂N₂O₃
• 分子量: 302.373
• InChiKey: MZUMCZJXUZTTGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异丁酰醋酸甲酯 、 2,4-二甲基苯甲醛 、 尿素 在 三氯化锑 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以63%的产率得到4-(2,4-dimethylphenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  Antimony(III) chloride-catalysed Biginelli reaction: a versatile method for the synthesis of dihydropyrimidinones through a different reaction mechanism

  摘要：

  Antimony(III) chloride (20 mol %) in refluxing acetonitrile efficiently catalyses the synthesis of dihydropyrimidinones (50-90% yields) by the Biginelli reaction of aromatic aldehydes, acetoacetate esters and urea. This reaction proceeds through 3-ureido-crotonates followed by cyclisation with an aromatic aldehyde to the dihydropyrimidinone. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.045

文献信息

• Antimony(III) chloride-catalysed Biginelli reaction: a versatile method for the synthesis of dihydropyrimidinones through a different reaction mechanism
  作者：Ivica Cepanec、Mladen Litvić、Mirela Filipan-Litvić、Ivana Grüngold

  DOI：10.1016/j.tet.2007.09.045

  日期：2007.11

  Antimony(III) chloride (20 mol %) in refluxing acetonitrile efficiently catalyses the synthesis of dihydropyrimidinones (50-90% yields) by the Biginelli reaction of aromatic aldehydes, acetoacetate esters and urea. This reaction proceeds through 3-ureido-crotonates followed by cyclisation with an aromatic aldehyde to the dihydropyrimidinone. (c) 2007 Elsevier Ltd. All rights reserved.