ethyl 6-methyl-4-(4-methylsulfonylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate | 1017241-28-9

• 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-methylsulfonylphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1017241-28-9
• 化学式: C₁₅H₁₈N₂O₅S
• 分子量: 338.384
• InChiKey: OMBRCZMZYBKNMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  23
• 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：
  110
• 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73%的产率得到ethyl 6-methyl-4-(4-methylsulfonylphenyl)-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。
• BIGINELLI REACTIONS IN MOLTEN AMMONIUM BROMIDES
  作者：Andrea Luzia F. de Souza、Mara Rita P. de Oliveira、Emerson Teixeira da Silva、Tatiana Lopez Fernandeza、O. A. C. Antunesa

  DOI：10.1515/hc.2008.14.5.357

  日期：2008.1

  withdrawing groups aromatic aldehydes. INTRODUCTION The Biginelli reaction was first reported more than a century ago (1) and involved the synthesis of 3,4-dihydropyrimidin-2(lH)-one (DHPM) by a very simple one-pot condensation reaction of benzaldehyde 1, urea 2 and ethyl acetoacetate 3 in ethanol. This reaction played an important role in organic and medicinal chemistry due to the importance of the resulting

  s,4-二氢嘧啶-2(1H)-酮在熔融四丁基溴化铵或溴化铵作为催化剂存在下，通过无溶剂的一锅三组分 Biginelli 缩合反应以良好的收率合成，无论是否存在给电子或吸电子基团芳香醛。简介 Biginelli 反应在一个多世纪前首次报道 (1)，涉及通过苯甲醛 1、尿素 2 的非常简单的一锅缩合反应合成 3,4-二氢嘧啶-2(1H)-one (DHPM)和乙酰乙酸乙酯 3 的乙醇溶液。由于所得二氢嘧啶酮产物的重要性，该反应在有机和药物化学中发挥了重要作用。然而，这种一锅、一步的方案通常只能提供低到中等产量的所需目标分子 4，特别是当使用取代的芳香族或脂肪族醛时。在过去的十年中，已经证明这些二氢嘧啶衍生物表现出重要的药理特性 (2)，例如，作为几种钙通道阻滞剂、抗高血压药、α-la-拮抗剂和神经肽 Υ (NPY) 拮抗剂的整体骨架. 此外，几种含有二氢嘧啶酮-5-羧酸酯基序的海洋生物碱也显示出有趣的生物活性
• Simple and Friendly Sulfones Synthesis Using Aqueous Hydrogen Peroxide with a Reusable Keggin Molybdenum Heteropolyacid, Immobilized on Aminopropyl-Functionalized Silica
  作者：Valeria Palermo、Gustavo P. Romanelli、Patricia G. Vázquez

  DOI：10.1080/10426500903299885

  日期：2009.11.24

  Keggin molybdenum heteropolyacid (H3PMo12O40), immobilized on aminopropyl-functionalized silica catalysts, were made using two immobilization methods: incipient wetness and equilibrium adsorption. The material prepared for the equilibrium adsorption technique was found to be a highly efficient, ecofriendly, and recyclable heterogeneous catalyst for the selective oxidation of sulfides to sulfones in excellent yields, under mild reaction condition using 35% w/v aqueous hydrogen peroxide as the oxidant.
• 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.