3-(4-methylphenyl)-2-(4-nitrophenyl)-2,3-dihydro-4(1H)-quinazolinone | 341006-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-methylphenyl)-2-(4-nitrophenyl)-2,3-dihydro-4(1H)-quinazolinone
• 英文别名: 2,3-dihydro-2-(4-nitrophenyl)-3-(4-methylphenyl)-quinazolin-4(1H)-one；2,3-dihydro-3-(4-methylphenyl)-2-(4-nitrophenyl)-quinazolin-4(1H)-one；3-(4-methylphenyl)-2-(4-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one；3-(4-methylphenyl)-2-(4-nitrophenyl)-1,2-dihydroquinazolin-4-one
• CAS: 341006-92-6
• 化学式: C₂₁H₁₇N₃O₃
• 分子量: 359.384
• InChiKey: CTJGKPUXTOVHIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  靛红酸酐 、 对硝基苯甲醛 、 乙烷,三氯氟- 在 chitosan nanoparticles grafted on multi-wall carbon nanotubes (at) Fe₃O₄ 作用下， 以 水 为溶剂， 以92%的产率得到3-(4-methylphenyl)-2-(4-nitrophenyl)-2,3-dihydro-4(1H)-quinazolinone
  参考文献：
  名称：

  交联的壳聚糖纳米颗粒锚定的磁性多壁碳纳米管：一种对点击多组分反应具有极高活性的生物纳米反应器†

  摘要：

  在本研究中，我们设计了一种通过原位电离凝胶法合成生物纳米反应器催化剂，交联壳聚糖纳米粒子锚定的磁性多壁碳纳米管（CS NPs / MWCNT @ Fe 3 O 4）的程序。。合成的坚固的纳米反应器已得到充分表征。此外，研究了催化活性对基于点击的多组分反应合成2,3-二氢喹唑啉-4（1 H）-，三取代的咪唑和1,2,3-三唑在绿色介质中。由于可以通过施加外部磁场来回收纳米催化剂，这使得无需过滤即可轻松分离，并且可以在不损失其显着活性的情况下进行多次回收，因此在可重复使用的催化方面显示出令人钦佩的潜力。

  DOI：

  10.1039/c7nj01150d

文献信息

• A three‐component process for the synthesis of 2,3‐dihydroquinazolin‐4(1 <i>H</i> )‐one derivatives using nanosized nickel aluminate spinel crystals as highly efficient catalysts
  作者：Javad Safaei‐Ghomi、Raheleh Teymuri

  DOI：10.1002/jccs.201800450

  日期：2019.11

  catalyzed the synthesis of 2,3‐dihydroquinazolin‐4(1H)‐one derivatives via a one‐pot, three‐component condensation reaction of aromatic aldehydes, isatoic anhydride, and ammonium acetate or primary aromatic amine under microwave irradiation. By far, the most obvious advantages of the offered process are efficiency and recyclability of the catalyst as well as a significantly shorter reaction time.

  NiAl 2 O 4尖晶石纳米晶体被合成为介孔催化剂，并使用傅立叶变换红外光谱（FT-IR），X射线衍射图谱（XRD），扫描电子显微镜（SEM）和能量分散X射线对其进行了全面表征光谱学（EDS）。这些纳米晶体在微波辐射下通过芳族醛，isatoic酸酐和乙酸铵或伯芳族胺的一锅三组分缩合反应催化了2,3-二氢喹唑啉-4（1 H）-one衍生物的合成。到目前为止，所提供方法的最明显优点是催化剂的效率和可回收性以及明显缩短的反应时间。
• Cation-exchange resin as an efficient hetero-geneous catalyst for one-pot three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones
  作者：M. Wang、T. T. Zhang、J. J. Gao、Y. Liang

  DOI：10.1007/s10593-012-1073-4

  日期：2012.9

  Various mono- and disubstituted 2,3-dihydro-4(1H)-quinazolinones were synthesized efficiently by a one-pot three-component condensation of isatoic anhydride, aromatic aldehydes, and ammonium salts or primary amines using a strong acidic cation-exchange resin as the catalyst in EtOH-H2O solution. The catalyst is cheap, efficient, stable, and reusable under the reaction conditions. The novel method offers several advantages, such as excellent yields, environmentally friendly reaction media, and simple procedure.
• Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones using copper benzenesulfonate as a reusable catalyst in aqueous solution
  作者：Min Wang、Ting T. Zhang、Yan Liang、Jing J. Gao

  DOI：10.1007/s00706-011-0648-6

  日期：2012.5

  Copper benzenesulfonate was found to be an effective catalyst for one-pot three-component cyclocondensation of isatoic anhydride, aromatic aldehydes, and ammonium salts or primary amines in aqueous solution to afford the corresponding mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones in good yields. The catalyst is reusable and could be recycled for several times without distinct decrease in its efficiency.
• Strontium chloride-catalyzed one-pot synthesis of 2, 3-dihydroquinazolin-4(1H)-ones in protic media
  作者：Min Wang、Ting Ting Zhang、Yan Liang、Jing Jing Gao

  DOI：10.1016/j.cclet.2011.06.002

  日期：2011.12

  A wide range of mono- and disubstituted 2, 3-dihydroquinazolin-4(1H)-ones were obtained in high yields by condensation of isatoic anhydride, aldehydes with ammonium salts or primary amines in the presence of strontium chloride in aqueous ethanol under reflux. (C) 2011 Min Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.