diethyl 4,4′‐(1,4‐phenylene)bis(6‐methyl‐2‐oxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylate)

• 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: diethyl 4,4′‐(1,4‐phenylene)bis(6‐methyl‐2‐oxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylate)
• 英文别名: ethyl 4-(4-(5-(ethoxycarbonyl)-1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidin-4-yl)phenyl)1,2,3,4-tetrahydro-6-methyl-2-oxopyrimidine-5-carboxylate；diethyl 4,4'-(1,4-phenylene)bis(6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate)；diethyl-4,4'-(1,4-phenylene)bis(6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate)；ethyl 4-[4-(5-ethoxycarbonyl-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidin-4-yl)phenyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• 化学式: C₂₂H₂₆N₄O₆
• 分子量: 442.472
• InChiKey: WEAGPTPURRRNJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 对苯二甲醛 、 尿素 在 双氧水 、 C₃₃H₃₃Mo₃N₉O₁₈ 作用下， 以 水 为溶剂， 反应 3.0h， 生成 diethyl 4,4′‐(1,4‐phenylene)bis(6‐methyl‐2‐oxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylate)
  参考文献：
  名称：

  三核顺式-[MoVIO2]配合物在无溶剂条件下通过一锅三组分Biginelli反应催化3,4-二氢嘧啶-2(1H)-one基生物分子的有效合成

  摘要：

  三室配体tris(H 2 ONO) [H 6 L 1-3 ( I – III )] 具有C 3对称性，由苯-1,3,5-三碳酰肼和3-乙酰-2-羟基-缩合获得6-methyl-4H-pyran-4-one ( I ), 3-acetyl-4-hydroxy-2H-chromene-2-one ( II ) 和 3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-甲醛 ( III )在回流的甲醇中与 [Mo VI O 2 (acac) 2 ] 反应生成三-{顺式-[MoO 2 ] 2+ } 配合物 [{Mo VI O 2(H 2 O)} 3 L 1 ] ( 1 )、[{Mo VI O 2 (H 2 O) 3 }L 2 ] ( 2 ) 和 [{Mo VI O 2 (H 2 O) 3 }L 3 ] ( 3 )，分别。这些配体和配合物通过元素分析、FT-IR、UV/Vis、NMR（1

  DOI：

  10.1016/j.ica.2021.120750

文献信息

• Preyssler heteropolyacid supported on silica coated NiFe2O4 nanoparticles for the catalytic synthesis of bis(dihydropyrimidinone)benzene and 3,4-dihydropyrimidin-2(1H)-ones
  作者：Hossein Eshghi、Ali Javid、Amir Khojastehnezhad、Farid Moeinpour、Fatemeh F. Bamoharram、Mehdi Bakavoli、Masoud Mirzaei

  DOI：10.1016/s1872-2067(14)60265-5

  日期：2015.3

  Abstract A novel magnetic acidic catalyst comprising Preyssler (H 14 [NaP 5 W 30 O 110 ]) heteropoly acid supported on silica coated nickel ferrite nanoparticles (NiFe 2 O 4 @SiO 2 ) was prepared. The catalyst was characterized by Fourier transform infrared, scanning electron microscopy, transmission electron microscopy, X-ray diffraction, energy dispersive spectrum, VSM and particle size neasurement

  摘要 制备了一种新型磁性酸性催化剂，其包含负载在二氧化硅包覆的铁氧体镍纳米颗粒（NiFe 2 O 4 @SiO 2 ）上的 Preyssler (H 14 [NaP 5 W 30 O 110 ]) 杂多酸。通过傅里叶变换红外光谱、扫描电镜、透射电镜、X射线衍射、能谱、VSM和粒度测定对催化剂进行了表征。通过Biginelli反应研究了其在合成双(二氢嘧啶酮)苯和3,4-二氢嘧啶-2(1 H)-酮衍生物中的催化活性。使用催化剂，反应在不到 1 小时内发生，产率非常好。更重要的是，催化剂很容易通过外部磁铁从反应混合物中分离出来，并且可以重复使用至少五次而不会降低活性。
• A New Biginelli Reaction Procedure Using Potassium Hydrogen Sulfate as the Promoter for an Efficient Synthesis of 3,4-Dihydropyrimidin-2(1<i>H</i>)-one
  作者：Shujiang Tu、Fang Fang、Songlei Zhu、Tuanjie Li、Xiaojing Zhang、Qiya Zhuang

  DOI：10.1055/s-2004-815419

  日期：——

  conditions have been found to carry out the Biginelli reaction for the synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives. This synthesis was performed using potassium hydrogen sulfate as the promoter in glycol solution. Compared with the classical Biginelli reaction conditions, this new method has the advantage of excellent yields (85-99%) and short reaction time (0.5-2 h).

  已经发现简单和改进的条件可以进行 Biginelli 反应以合成 3,4-二氢嘧啶-2(1H)-one 衍生物。该合成是在乙二醇溶液中使用硫酸氢钾作为促进剂进行的。与经典的 Biginelli 反应条件相比，这种新方法具有收率高（85-99%）和反应时间短（0.5-2 h）的优点。
• New potential calcium channel modulators: design and synthesis of compounds containing two pyridine, pyrimidine, pyridone, quinoline and acridine units under microwave irradiation
  作者：Shujiang Tu、Chunbao Miao、Fang Fang、Feng Youjian、Tuanjie Li、Qiya Zhuang、Xiaojing Zhang、Songlei Zhu、Daqing Shi

  DOI：10.1016/j.bmcl.2003.12.092

  日期：2004.3

  The synthesis of bifunctional pyridine, pyrimidine, pyridone, quinoline and acridine derivatives was investigated using dialdehyde as a precursor. A rapid and efficient method was developed for the synthesis of a range of bifunctional monocyclic, bicyclic and tricyclic products related to 1,4-DHPs with the aim of finding new classes of biologically active compounds.

  以二醛为前驱体研究了双功能吡啶，嘧啶，吡啶酮，喹啉和a啶衍生物的合成。为了发现新型的生物活性化合物，开发了一种快速有效的方法来合成一系列与1,4-DHPs有关的双功能单环，双环和三环产品。
• The development of an ecofriendly procedure for alkaline metal (II) sulfate promoted synthesis of<i>N</i>,<i>N</i>′-dimethyl substituted (unsubstituted)-4-aryl-3,4-dihydropyrimidones (thiones) and corresponding bis-analogues in aqueous medium: Evaluation by green chemistry metrics
  作者：Chhanda Mukhopadhyay、Arup Datta

  DOI：10.1002/jhet.283

  日期：——

  Different alkaline metal (II) sulfates were used as catalysts for the N,N′-dimethyl substituted as well as unsubstituted 4-aryl-3,4-dihydropyrimidones (thiones) and their corresponding bis-analogues in aqueous medium. Among the various salts, MgSO4·7H2O (Epsom salt) proved to be the best catalyst giving the desired products in good to excellent yields. This catalyst enables the construction of a series

  在水性介质中，将不同的碱金属（II）硫酸盐用作N，N'-二甲基取代的和未取代的4-芳基-3,4-二氢嘧啶酮（硫酮）及其相应的双类似物的催化剂。在各种盐中，MgSO 4 ·7H 2 O（泻盐）被证明是最好的催化剂，以良好至极佳的收率提供了所需的产物。该催化剂能够构建一系列化合物库，特别是对于N，N'-二甲基取代的DHPM，其合成在文献中非常罕见。通过绿色化学的应用评估了在多种底物上的反应指标和非常好的相关性。J.杂环化​​学.2010。
• Synthesis of some new bis-3,4-dihydropyrimidin-2(1H)-ones by using silica-supported tin chloride and titanium tetrachloride
  作者：Khodabakhsh Niknam、Alireza Hasaninejad、Madihe Arman

  DOI：10.1016/j.cclet.2009.12.008

  日期：2010.4

  Silica-supported tin chloride and titanium tetrachloride were prepared by the reaction of tin chloride and titanium tetrachloride with activated silica gel in refluxing toluene. These solid acids have been employed as the catalysts for the synthesis of bis-dihydropyrimidin-2(1H)-ones from aromatic dialdehydes, 1,3-dicarbonyl compounds and urea at 90 °C under solvent-free conditions.

  通过使氯化锡和四氯化钛与活性硅胶在回流的甲苯中反应制备二氧化硅负载的氯化锡和四氯化钛。这些固体酸已被用作催化剂，在90℃无溶剂条件下，由芳族二醛，1,3-二羰基化合物和尿素合成双-二氢嘧啶-2（1 H）-酮。