ethyl 4-(4-chlorophenyl)-3-(ethoxymethyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 1254330-70-5

• 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 4-(4-chlorophenyl)-3-(ethoxymethyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• CAS: 1254330-70-5
• 化学式: C₁₇H₂₁ClN₂O₄
• 分子量: 352.818
• InChiKey: BCRJSPJOLLJJPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 乙醇 、 4-(4-氯苯基)-6-甲基-2-氧代-1,2,3,4-四氢嘧啶-5-羧酸乙酯 在 三甲基氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 以84%的产率得到ethyl 4-(4-chlorophenyl)-3-(ethoxymethyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  One-Pot Two-Step Synthesis of N3-Functionalized 3,4-Dihydropyrimidinones in the Presence of TMSCl

  摘要：

  Novel 3,4-dihydropyrimidinones modified with N3-alkyloxymethyl, aminomethyl, arylsulfonylmethyl, and azidomethyl groups can be regioselectively obtained over their isomeric NI compounds in good yields by reaction of 3,4-dihydropyrimidinones with paraformaldehyde and alcohol, amine, sodium benzenesulfinate, and sodium azide, respectively, by a one-pot two-step strategy in the presence of chlorotrimethylsilane. The advantages of this method are the simple procedure, the high regioselectivity of the products, no requirement for a base catalyst, and the mild reaction conditions.

  DOI：

  10.3987/com-10-11968

文献信息

• PEG-OSO3H as an Efficient Catalyst in the Synthesis of N3-Functionalized 3.4-Dihydropyrimidinone and Quinazolinone Derivatives
  作者：Xi-Cun Wang、Liang-Jie Yang、Jin-Ge Luo

  DOI：10.3987/com-17-13659

  日期：——

  PEG-OSO3H-catalyzed three-component reaction of 3,4-dihydropyrimidones and quinazolinone with paraformaldehyde and various reagents for synthesis of N3-functionalized 3,4-dihydropyrimidone and quinazolinone derivatives is described. 2-Hydroxy-substituted 3,4-dihydropyrimidone reacts with aldehydes giving benzo[e]pyrimido[1,6-c][1,3]oxazines. This paper explores the versatility and effectiveness of polymer bound sulfonic acids as catalysts in different C-N and C-O bonds formation reactions. The reactions were completed in short times, and the products were obtained in good to excellent yields. The catalysts activity and recyclability were investigated completely.