ethyl 1-methyl-4-(4-chlorophenyl)-pyrimidin-2(1H)-one-5-carboxylate

• 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: ethyl 1-methyl-4-(4-chlorophenyl)-pyrimidin-2(1H)-one-5-carboxylate
• 英文别名: Ethyl 4-(4-chlorophenyl)-1-methyl-2-oxopyrimidine-5-carboxylate
• 化学式: C₁₄H₁₃ClN₂O₃
• 分子量: 292.722
• InChiKey: AMQDCVALZZKYCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-(4-氯苯基)-3,4-二甲基-2-氧代-1,6-二氢嘧啶-5-羧酸乙酯 在 potassium peroxomonosulphate 、 cobalt(II) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 以81%的产率得到ethyl 1-methyl-4-(4-chlorophenyl)-pyrimidin-2(1H)-one-5-carboxylate
  参考文献：
  名称：

  An unusual oxidation–dealkylation of 3,4-dihydropyrimidin-2(1H)-ones mediated by Co(NO3)2·6H2O/K2S2O8 in aqueous acetonitrile

  摘要：

  4-Aryl-6-methyl-3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffolds of Biginelli type were oxidized using Co(II)/S2O82- and the reaction afforded 6-unsubstituted pyrimidin-2(1H)-ones through an unprecedented dealkylation process. 4-Alkyl DHPMs under similar conditions afforded yet another unusual product, ethyl tetrahydropyrimidin-2,4(1H,3H)-dione-5-carboxylate. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.010

文献信息

• An unusual oxidation–dealkylation of 3,4-dihydropyrimidin-2(1H)-ones mediated by Co(NO3)2·6H2O/K2S2O8 in aqueous acetonitrile
  作者：Pachaiyappan Shanmugam、Paramasivan T. Perumal

  DOI：10.1016/j.tet.2006.11.010

  日期：2007.1

  4-Aryl-6-methyl-3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffolds of Biginelli type were oxidized using Co(II)/S2O82- and the reaction afforded 6-unsubstituted pyrimidin-2(1H)-ones through an unprecedented dealkylation process. 4-Alkyl DHPMs under similar conditions afforded yet another unusual product, ethyl tetrahydropyrimidin-2,4(1H,3H)-dione-5-carboxylate. (c) 2006 Elsevier Ltd. All rights reserved.