1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-4-methyl-6-(4-nitrophenyl)-1,6-dihydropyrimidin-5-yl]ethanone | 1313193-56-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-4-methyl-6-(4-nitrophenyl)-1,6-dihydropyrimidin-5-yl]ethanone
• 英文别名: 1-[3-[(6-chloropyridin-3-yl)methyl]-2-[(6-chloropyridin-3-yl)methylsulfanyl]-6-methyl-4-(4-nitrophenyl)-4H-pyrimidin-5-yl]ethanone
• CAS: 1313193-56-4
• 化学式: C₂₅H₂₁Cl₂N₅O₃S
• 分子量: 542.445
• InChiKey: RGEQXHNHRSFJGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯-5-氯甲基吡啶 、 5-acetyl-6-methyl-4-(4-nitrophenyl)-3,4-dihydropyrimidine-2(1H)-thione 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以65%的产率得到1-[1-(6-chloropyridin-3-yl-methyl)-2-(6-chloropyridin-3-yl-methylthio)-4-methyl-6-(4-nitrophenyl)-1,6-dihydropyrimidin-5-yl]ethanone
  参考文献：
  名称：

  Convenient synthesis and biological activities of pyridine derivatives of 3,4-dihydropyrimidin-2(1H)-ones

  摘要：

  Abstract2‐Chloro‐5‐(chloromethyl)‐pyridine reacted with 3,4‐dihydropyrimidin‐2(1H)‐ones 1 to afford 1‐[6‐aryl‐1‐(6‐chloropyridin‐3‐yl‐methyl)‐2‐(6‐chloropyridin‐3‐yl‐methylthio)‐4‐methyl‐1,6‐dihydropyrimidin‐5‐yl] carboxylates or ethanones 2 in good yields. The structure of the target compounds 2 was confirmed by IR, 1H NMR, EI‐MS, and elemental analyses, and compound 2a was further characterized by single crystal X‐ray diffraction. The preliminary bioassay indicated that some of the title compounds possess moderate insecticidal and fungicidal activities. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.390

文献信息

• Convenient synthesis and biological activities of pyridine derivatives of 3,4-dihydropyrimidin-2(1H)-ones
  作者：Xiao-Fei Zhu、De-Qing Shi

  DOI：10.1002/jhet.390

  日期：2011.5

  Abstract2‐Chloro‐5‐(chloromethyl)‐pyridine reacted with 3,4‐dihydropyrimidin‐2(1H)‐ones 1 to afford 1‐[6‐aryl‐1‐(6‐chloropyridin‐3‐yl‐methyl)‐2‐(6‐chloropyridin‐3‐yl‐methylthio)‐4‐methyl‐1,6‐dihydropyrimidin‐5‐yl] carboxylates or ethanones 2 in good yields. The structure of the target compounds 2 was confirmed by IR, 1H NMR, EI‐MS, and elemental analyses, and compound 2a was further characterized by single crystal X‐ray diffraction. The preliminary bioassay indicated that some of the title compounds possess moderate insecticidal and fungicidal activities. J. Heterocyclic Chem., (2011).