5-(3-bromophenyl)-1,3,8,8-tetramethyl-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione | 881615-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-(3-bromophenyl)-1,3,8,8-tetramethyl-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione
• 英文别名: 5-(3-Bromophenyl)-1,3,8,8-tetramethyl-5,7,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6-trione
• CAS: 881615-68-5
• 化学式: C₂₁H₂₂BrN₃O₃
• 分子量: 444.328
• InChiKey: GVYPCOYEWQBPSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 间溴苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 Fe₃O₄ nanoparticles supported on cellulose 作用下， 以 水 为溶剂， 反应 2.0h， 以92%的产率得到5-(3-bromophenyl)-1,3,8,8-tetramethyl-5,8,9,10-tetrahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,7H)-trione
  参考文献：
  名称：

  纤维素上负载的Fe 3 O 4纳米颗粒作为水中合成嘧啶并[4,5-b]喹啉的有效催化剂

  摘要：

  摘要通过原位制备Fe 3 O 4纳米颗粒并将其沉积在纤维素上，提供了负载在纤维素上的Fe 3 O 4纳米颗粒作为催化剂。经TEM和FAAS分析表征后，该催化剂用作合成嘧啶并[4,5- b ]喹啉的有效多相催化剂。各种芳香醛，6-氨基-1,3-二甲基尿嘧啶和二甲酮或1,3-环己二酮在作为绿色溶剂的H 2 O中于回流条件下在三小时后进行三组分反应，得到嘧啶基[4,5- b ]喹啉产量高。铁3 O 4 将负载在纤维素上的载体在反应中循环5个循环，而活性没有明显降低。 图形概要

  DOI：

  10.1007/s00706-014-1368-5

文献信息

• Dicationic ionic liquid grafted with silica-coated nano-Fe3O4 as a novel and efficient catalyst for the preparation of uracil-containing heterocycles
  作者：Abdolkarim Zare、Marziyeh Barzegar

  DOI：10.1007/s11164-020-04171-2

  日期：2020.7

  it was utilized as an efficient, magnetically recyclable and dual-functional catalyst for the preparation of an important class of uracil-containing heterocycles, namely pyrimido[4,5-b]quinolines. The one-pot multicomponent reaction of dimedone, arylaldehydes and 6-amino-1,3-dimethyluracil in the presence of NFSBDI under solvent-free conditions afforded pyrimido[4,5-b]quinolines in high yields and short

  摘要 合成了一种新型的纳米磁性材料，接枝了二氧化硅包覆的纳米Fe 3 O 4（纳米-[Fe 3 O 4 @SiO 2 @BDIL]或NFSBDI）接枝的硫酸氢盐官能化的离子型离子液体，并通过EDS证实了其结构， FE-SEM，FT-IR，VSM，XRD和TGA。此后，它被用作一种高效，可磁回收和双功能的催化剂，用于制备一类重要的含尿嘧啶的杂环，即嘧啶并[4,5- b ]喹啉。在无溶剂条件下，在NFSBDI存在下，二甲酮，芳醛和6-氨基-1,3-二甲基尿嘧啶的一锅多组分反应提供了嘧啶基[4,5- b高产和短时间的]喹啉。 图形概要
• 1,3-Disulfonic acid imidazolium hydrogen sulfate: a reusable and efficient ionic liquid for the one-pot multi-component synthesis of pyrimido[4,5-b]quinoline derivatives
  作者：Kamal Mohammadi、Farhad Shirini、Asieh Yahyazadeh

  DOI：10.1039/c5ra02198g

  日期：——

  A green, simple and convenient method for the synthesis of pyrimido[4,5-b]quinoline derivatives has been developed through a three-component one-pot condensation of 6-amino-1,3-dimethyluracil, aldehydes, and cyclic 1,3-diketones in the presence of 1,3-disulfonic acid imidazolium hydrogen sulfate [dsim]HSO4 as an efficient catalyst. The present methodology offers several advantages such as excellent

  通过6-氨基-1,3-二甲基尿嘧啶，醛和环1的三组分一锅缩合反应，开发了一种绿色，简便的合成嘧啶并[4,5- b ]喹啉衍生物的方法。在1，3-二磺酸咪唑硫酸氢盐[dsim] HSO 4存在下的3-二酮为有效催化剂。本方法提供了许多优点，例如优异的产率，简单的方法，短的反应时间，产物的高产率和容易的后处理程序。而且，该催化剂易于回收并且可以重复使用几次而其活性没有明显降低。
• Nano-[Cu-4C3NSP](Cl)2 as a new catalyst for the preparation of pyrimido[4,5-b]quinoline derivatives
  作者：Ahmad Reza Moosavi-Zare、Hamid Goudarziafshar、Zahra Bahrami

  DOI：10.1007/s11164-022-04901-8

  日期：2023.2

  Nano-Cu-(4-chloro-3-nitrophenyl-salicylaldimine-pyranopyrimidine dione)(Cl)2 nano-[Cu-4C3NSP](Cl)2} as a new Schiff base complex and catalyst was designed and successfully tested as a catalyst on the reaction of 7-amino-5-(4-chloro-3-nitrophenyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carbonitrile with salicylaldehyde and Cu(Cl)2·2H2O. Nano-[Cu-4C3NSP](Cl)2 was fully characterized

  纳米Cu-(4-chloro-3-nitrophenyl-salicylaldimine-pyranopyrimidine dione)(Cl) 2 nano-[Cu-4C3NSP](Cl) 2 }作为一种新型席夫碱络合物和催化剂被设计并成功地测试为7-amino-5-(4-chloro-3-nitrophenyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3- d ]pyrimidine-6反应催化剂-具有水杨醛和 Cu(Cl) 2 ·2H 2 O 的腈。使用傅立叶变换红外光谱、能量色散 X 射线光谱、热重分析、质谱法对纳米[Cu-4C3NSP](Cl) 2进行了全面表征，场发射扫描电子显微镜、SEM-EDS 元素映射和透射电子显微镜。纳米-[Cu-4C3NSP](Cl) 2} 成功地用作制备嘧啶并 [4,5- b ] 喹啉衍生物的高效催化剂，产率高
• Nano-[Fe₃O₄@SiO₂/<i>N</i>-propyl-1-(thiophen-2-yl)ethanimine][ZnCl₂] as a nano magnetite Schiff base complex and heterogeneous catalyst for the synthesis of pyrimido[4,5-<i>b</i>]quinolones
  作者：Soheila Esmaili、Ahmad Reza Moosavi-Zare、Ardeshir Khazaei

  DOI：10.1039/d2ra00213b

  日期：——

  Nano-[Fe₃O₄@SiO₂/N-propyl-1-(thiophen-2-yl)ethanimine][ZnCl₂] as a nano magnetite Schiff base complex was designed and successfully tested for the synthesis of pyrimido[4,5-b]quinolones.

  设计并成功测试了纳米[Fe3O4@SiO2/N-丙基-1-(噻吩-2-基)乙脒][ZnCl2]作为纳米磁铁矿席夫碱配合物用于合成嘧啶并[4,5-b]喹诺酮类药物。
• Nano-Fe3O4 encapsulated-silica particles bearing sulfonic acid groups as a magnetically separable catalyst for green and efficient synthesis of functionalized pyrimido[4,5-b]quinolines and indeno fused pyrido[2,3-d]pyrimidines in water
  作者：Firouzeh Nemati、Raheleh Saeedirad

  DOI：10.1016/j.cclet.2013.02.018

  日期：2013.5

  The magnetic nanoparticles supported silica sulfuric acid was used as an efficient catalyst for the synthesis of pyrimido[4,5-b]quinolines and indeno fused pyrido[2,3-d]pyrimidines in water. The desired products were obtained in excellent yields. Fe3O4@SiO2-SO3H was readily recovered using an external magnet and could be reused several times without significant loss of reactivity. (C) 2013 Firouzeh Nemati. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.