2-(methylsulfanyl)-6-(2-fluoro-6-chlorobenzyl)pyrimidin-4(3H)-one | 1242134-30-0

• 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)pyrimidin-4(3H)-one
• 英文别名: 6-(6-chloro-2-fluorobenzyl)-2-(methylsulfanyl)pyrimidin-4(3H)-one；6-(6-Chloro-2-fluorobenzyl)-2-(methylsulfanyl)pyrimidin-4(3h)-one；4-[(2-chloro-6-fluorophenyl)methyl]-2-methylsulfanyl-1H-pyrimidin-6-one
• CAS: 1242134-30-0
• 化学式: C₁₂H₁₀ClFN₂OS
• 分子量: 284.742
• InChiKey: UTQMHXWCYIIFDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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)pyrimidin-4(3H)-one 在 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 7.0h， 以35%的产率得到6-(2-fluoro-6-chlorobenzyl)pyrimidin-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：

  6-(6-chloro-2-fluorobenzyl)-2-{[(methylsulfanyl)methyl]sulfanyl}pyrimidin-4(3H)-one 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-(methylsulfanyl)-6-(2-fluoro-6-chlorobenzyl)pyrimidin-4(3H)-one
  参考文献：
  名称：

  The specific character of the reaction of derivatives of 2-thioxo-2,3-dihydropyrimidin-4(1H)-one with iodomethane and alkyl chloromethyl sulfides

  摘要：

  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.

  DOI：

  10.1007/s10593-010-0492-3