3,4-dihydro-6-phenyl-4-(p-tolyl)pyrimidin-2(1H)-one | 49593-53-5

• 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: 3,4-dihydro-6-phenyl-4-(p-tolyl)pyrimidin-2(1H)-one
• 英文别名: 4-(4-methylphenyl)-6-phenyl-3,4-dihydro-1H-pyrimidin-2-one
• CAS: 49593-53-5
• 化学式: C₁₇H₁₆N₂O
• 分子量: 264.327
• InChiKey: JFVKRVJIZUYOAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯甲醛 、 对甲基苯乙酮 、 尿素 在 MnO₂ supported on multiwalled carbon nanocomposites 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以90%的产率得到3,4-dihydro-6-phenyl-4-(p-tolyl)pyrimidin-2(1H)-one
  参考文献：
  名称：

  MnO2–MWCNT nanocomposites as efficient catalyst in the synthesis of Biginelli-type compounds under microwave radiation

  摘要：

  A novel Biginelli-like cyclocondensation reaction is efficiently catalyzed by MnO2-CNT nanocomposites as a new catalyst under microwave irradiation and solvent-free conditions in excellent yields. The major advantages of the present method are high yields, short reaction times and solvent-free reaction conditions, reducing reaction steps and purification of products by non-chromatographic methods. The activity, recovery and reusability of the catalyst are found to be good. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.02.021

文献信息

• Facile Biginelli-Type Reactions Catalysed by Super Acidic Ionic Liquid under Solvent-Free Conditions
  作者：Liang Wang、Min Zhou、Qun Chen、Ming-Yang He

  DOI：10.3184/174751912x13518654161237

  日期：2012.12

  [MeC(OH)2]+ClO4- as a super acidic ionic liquid is an extremely active catalyst for Biginelli-type reactions. The present method is especially effective for the inactive aliphatic aldehydes. The solvent-free conditions, high catalytic activity, wide substrates tolerance and convenient product isolation make the protocol more advantageous.

  [MeC(OH)2]+ClO4- 作为一种超酸性离子液体，是一种非常活跃的 Biginelli 型反应催化剂。本方法对惰性脂肪醛特别有效。无溶剂条件、高催化活性、广泛的底物耐受性和方便的产品分离使该协议更具优势。
• Fe₃O₄–CNTs nanocomposites: a novel and excellent catalyst in the synthesis of diarylpyrimidinones using grindstone chemistry
  作者：Javad Safari、Soheila Gandomi-Ravandi

  DOI：10.1039/c3ra47827k

  日期：——

  The Fe₃O₄–CNTs in conjunction with grindstone chemistry have been used in this report to synthesize 5-unsubstituted pyrimidinones.

  本报告使用磁性纳米颗粒Fe3O4和碳纳米管（CNTs）结合研磨化学方法来合成5-未取代嘧啶酮。
• PEG-SANM nanocomposite: a new catalytic application towards clean and highly efficient Biginelli-like reaction under solvent-free conditions
  作者：Seyedeh Zahra Dalil Heirati、Farhad Shirini、Abdollah Fallah Shojaei

  DOI：10.1039/c6ra11201c

  日期：——

  A series of pyrimidinone derivatives were efficiently synthesized using PEG-SANM nanocomposite as the solid acid nanocatalyst under mild and solvent-free conditions. The generality of the process was successfully demonstrated by variation of the starting materials. Also, large-scale synthesis of products occurred readily in the presence of this nanocatalyst. This new method eliminated the use of organic

  以PEG-SANM纳米复合材料为固体酸纳米催化剂，在温和无溶剂条件下有效合成了一系列嘧啶酮衍生物。通过改变起始原料成功地证明了该方法的一般性。而且，在这种纳米催化剂的存在下，容易发生大规模的产物合成。这种新方法省去了有机溶剂的使用，在较短的反应时间内进行简单的后处理即可获得高至优异的收率和高纯度的产物。无需色谱分离即可分离获得的产物。回收纳米催化剂并重复使用多达五次，而催化活性没有明显降低。
• Sulfonic acid-functionalized titanomagnetite nanoparticles as recyclable heterogeneous acid catalyst for one-pot solvent-free synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones
  作者：Davood Azarifar、Younes Abbasi、Omolbanin Badalkhani

  DOI：10.1007/s13738-016-0920-0

  日期：2016.11

  demonstrated an efficient catalytic performance in the one-pot synthesis of dihydropyrimidin-2(1H)-one/thione derivatives under solvent-free conditions with high yields. The nanocatalyst could easily be separated from the reaction mixture simply by using an external magnet, recycled and reused for several times with no significant loss of catalytic activity. These nanoparticles were characterized by different

  通过将磺酸基团接枝到Fe 3- x Ti x O 4纳米颗粒上来制备磺酸官能化的钛磁铁矿（Fe 3- x Ti x O 4 @SO 3 H）纳米颗粒。这种新型的多相酸纳米催化剂在一锅合成二氢嘧啶-2（1 H）中显示出有效的催化性能 -1 /硫酮衍生物在无溶剂条件下高收率。只需使用外部磁体即可轻松将纳米催化剂从反应混合物中分离出来，进行再循环并重复使用数次，而不会显着降低催化活性。这些纳米颗粒通过不同的物理化学技术进行表征，例如傅立叶变换红外光谱，扫描电子显微镜，能量色散X射线分析，热重分析和振动样品磁强计（VSM）分析。
• Studies on Structural Changes and Catalytic Activity of Y-zeolite Composites of 1,3-disulfoimidazolium trifluoroacetate Ionic Liquid (IL) for Three Component Synthesis of 3,4-dihydropyrimidinones
  作者：Pinky Gogoi、Arup Kumar Dutta、Ruli Borah

  DOI：10.1007/s10562-016-1922-3

  日期：2017.3

  describes the development of six acidic composites of Y-zeolite with 1,3-disulfoimidazolium trifluoroacetate [Dsim][CF3COO] ionic liquid (IL) and displays the gradual increase of acidic IL mediated dealumination within zeolite framework with increasing loading in Powder XRD and IR studies. The structural changes of modified framework of zeolite were analyzed by SEM-EDX, TEM, TGA, BET and UV–Vis techniques

  本报告描述了 Y-沸石与 1,3-二磺基咪唑鎓三氟乙酸盐 [Dsim][CF3COO] 离子液体 (IL) 的六种酸性复合材料的开发，并显示随着粉末 XRD 中负载量的增加，沸石框架内酸性 IL 介导的脱铝逐渐增加和 IR 研究。通过SEM-EDX、TEM、TGA、BET和UV-Vis技术分析了改性沸石骨架的结构变化。在六种复合材料中，酸性更强的 [Dsim][CF3COO]/NaY = 20% (e) 复合材料被评估为在不同温度、纯净条件下多组分合成 3,4-二氢嘧啶酮 (DHPM) 的多相催化剂。图形摘要