ethyl 6-methyl-4-(4-methylsulfinylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate | 1017241-27-8

• 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 6-methyl-4-(4-methylsulfinylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1017241-27-8
• 化学式: C₁₅H₁₈N₂O₄S
• 分子量: 322.385
• InChiKey: AWCXGBDEHVPTCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 6-methyl-4-[4-(methylsulfanyl)phenyl]-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate 在 phosphomolybdic acid 过氧化脲素 作用下， 反应 3.0h， 以85%的产率得到ethyl 6-methyl-4-(4-methylsulfinylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
  参考文献：
  名称：

  Keggin杂多酸的杂环胺盐用作将硫化物选择性氧化为亚砜的催化剂

  摘要：

  使用催化量的Keggin杂多酸的杂环胺盐（喹啉，辛可宁和辛可尼定）与不同的绿色氧化剂，可以高产率将多种硫化物选择性地氧化为相应的亚砜。金鸡宁杂多酸催化剂易于回收和再利用而不损失其催化活性，并且可以获得对映体过量。

  DOI：

  10.1016/j.tetlet.2008.01.009

文献信息

• Heterocyclic amine salts of Keggin heteropolyacids used as catalyst for the selective oxidation of sulfides to sulfoxides
  作者：Angel G. Sathicq、Gustavo P. Romanelli、Valeria Palermo、Patricia G. Vázquez、Horacio J. Thomas

  DOI：10.1016/j.tetlet.2008.01.009

  日期：2008.2

  A range of sulfides can be selectively oxidized to the corresponding sulfoxides in good yields using catalytic quantities of heterocyclic amine salts (quinoline, cinchonine, and cinchonidine) of Keggin heteropolyacids with different green oxidants. The cinchonine heteropolyacid catalyst is easily recoverable and reusable without loss of its catalytic activity, and an enantiomeric excess can be obtained

  使用催化量的Keggin杂多酸的杂环胺盐（喹啉，辛可宁和辛可尼定）与不同的绿色氧化剂，可以高产率将多种硫化物选择性地氧化为相应的亚砜。金鸡宁杂多酸催化剂易于回收和再利用而不损失其催化活性，并且可以获得对映体过量。
• Selective Oxidation of Sulfides to Sulfoxides Using Modified Keggin Heteropolyacids as Catalyst
  作者：Valeria Palermo、Ángel G. Sathicq、Patricia G. Vázquez、Gustavo P. Romanelli

  DOI：10.1080/10426507.2013.865128

  日期：2014.10.3

  The use of modified Keggin phosphomolybdic heteropolyacids (HPA) (V and Al) as catalysts in the selective oxidation of sulfides to the corresponding sulfoxides is reported. Excellent yields were obtained (13 examples: 79%-95%), using 35% (w/v) aqueous hydrogen peroxide as oxidant, and acetonitrile as solvent at 25 degrees C. The relationship between the electron densities of the sulfur atoms, which was estimated by molecular theoretical calculations, and the oxidative relativities of the sulfur-containing compounds was also investigated. The results indicate that the time for 100% conversion decreases with an increase in electron density.[GRAPHICS]
• Carbon-supported metal-modified lacunary tungstosilicic polyoxometallates used as catalysts in the selective oxidation of sulfides
  作者：Romina Frenzel、Ángel G. Sathicq、Mirta N. Blanco、Gustavo P. Romanelli、Luis R. Pizzio

  DOI：10.1016/j.molcata.2015.02.021

  日期：2015.7

  Lacunary tungstosilicic polyoxometallates modified with transition metal ions [SiW11O39M(H2O)](6-), where M=Mn2+, Fe2+, Co2+ or Cu2+, were synthesized and supported on activated carbon to obtain the SiW11MC catalysts. The samples were characterized by FT-IR, XRD, N-2 adsorption-desorption measurements, and the acidic properties were determined using the isopropanol dehydration test reaction.The activity and selectivity of the catalysts were evaluated in the selective oxidation of a series of sulfides to sulfoxides or sulfone. The reaction was carried out in acetonitrile as solvent using H2O2 35% p/V as a clean oxidant. The conversion values decreased in the following order: SiW11MnC > SiW11FeC > SiW11CuC > SiW11CoC. The catalysts were reused without appreciable loss of their catalytic activity. It was found that the activity of the catalysts decreases in parallel with the increment in the reduction temperature values. The most easily reducible catalyst displayed the highest conversion values. We found a convenient and selective procedure for oxidizing sulfides to sulfoxides or sulfones using aqueous hydrogen peroxide and a catalytic amount of lacunary tungstosilicic polyoxometallates supported on carbon at low temperatures (20-50 degrees C) in a reasonably short reaction time. (C) 2015 Elsevier B.V. All rights reserved.