2-(methylsulfanyl)-6-(2-fluoro-6-chlorobenzyl)-5-ethylpyrimidin-4(3H)-one | 1242134-33-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(methylsulfanyl)-6-(2-fluoro-6-chlorobenzyl)-5-ethylpyrimidin-4(3H)-one
• 英文别名: 6-(6-chloro-2-fluorobenzyl)-5-ethyl-2-(methylsulfanyl)pyrimidin-4(3H)-one；4-[(2-chloro-6-fluorophenyl)methyl]-5-ethyl-2-methylsulfanyl-1H-pyrimidin-6-one
• CAS: 1242134-33-3
• 化学式: C₁₄H₁₄ClFN₂OS
• 分子量: 312.795
• InChiKey: YSBYNRILKPYYCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(methylsulfanyl)-6-(2-fluoro-6-chlorobenzyl)-5-ethylpyrimidin-4(3H)-one 在 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 以48%的产率得到6-(6-chloro-2-fluorobenzyl)-5-ethylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of new derivatives of 5-alkyl-6-(2,6-dihalobenzyl)-2-(methylsulfanyl)pyrimidin-4(3H)-one and the features of their oxidation

  摘要：

  The synthesis and features of the regioselective S-monomethylation of new 5-alkyl-6-(arylmethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-ones were investigated, and also the character of the oxidative degradation of these compounds when treated with the system H2O2-AcOH.

  DOI：

  10.1134/s1070428010110151
• 作为产物：
  描述：

  2-氯-6-氟苯乙睛 在 potassium ethoxide 、 potassium hydroxide 、 锌 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 生成 2-(methylsulfanyl)-6-(2-fluoro-6-chlorobenzyl)-5-ethylpyrimidin-4(3H)-one
  参考文献：
  名称：

  Synthesis of new derivatives of 5-alkyl-6-(2,6-dihalobenzyl)-2-(methylsulfanyl)pyrimidin-4(3H)-one and the features of their oxidation

  摘要：

  The synthesis and features of the regioselective S-monomethylation of new 5-alkyl-6-(arylmethyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-ones were investigated, and also the character of the oxidative degradation of these compounds when treated with the system H2O2-AcOH.

  DOI：

  10.1134/s1070428010110151

文献信息

• The specific character of the reaction of derivatives of 2-thioxo-2,3-dihydropyrimidin-4(1H)-one with iodomethane and alkyl chloromethyl sulfides
  作者：I. A. Novakov、B. S. Orlinson、M. B. Nawrozkij、A. Mai、M. Artico、D. Rotili、A. S. Eremiychuk、E. A. Gordeeva、L. L. Brunilina、J. A. Este

  DOI：10.1007/s10593-010-0492-3

  日期：2010.6

  The alkylation of 5-alkyl-6-(2,6-dihalobenzyl)-2-thioxo-2,3-dihydropyrimidin-4(1H)-ones with MeI, AllSCH(2)Cl, and MeSCH(2)Cl in the K(2)CO(3)-DMF, NaOMe-MeOH, and KOH-EtOH systems was investigated. A hypothetical mechanism for the reaction is examined, and an explanation is proposed for the composition of the reaction products. The presence of high anti-HIV-1 activity was established in the obtained derivatives of 2-[(allylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-one.