4-bromo-2-(7-bromo-(4-dimethylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl)phenol | 1242078-14-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-bromo-2-(7-bromo-(4-dimethylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl)phenol
• 英文别名: 4-bromo-2-(7-bromo-4-(dimethylamino)-5H-benzopyrano[2,3-d]pyrimidin-2-yl)phenol；4-bromo-2-[7-bromo-4-(dimethylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl]phenol
• CAS: 1242078-14-3
• 化学式: C₁₉H₁₅Br₂N₃O₂
• 分子量: 477.155
• InChiKey: ANFDYRCXMOOJQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  58.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二甲胺 、 丙二腈 、 5-溴水杨醛 在 3-Aminopropyltriethoxysilane coated on magnetic Fe₃O₄ nanoparticles 作用下， 以 neat (no solvent) 为溶剂， 反应 0.13h， 以90%的产率得到4-bromo-2-(7-bromo-(4-dimethylamino)-5H-chromeno[2,3-d]pyrimidin-2-yl)phenol
  参考文献：
  名称：

  Aminopropyl coated on magnetic Fe₃O₄and SBA-15 nanoparticles catalyzed mild preparation of chromeno[2,3-d]pyrimidines under ambient and solvent-free conditions

  摘要：

  3-氨丙基三乙氧基硅烷涂覆在磁性Fe3O4纳米颗粒上（[APTES-MNPs]）和涂覆在SBA-15上的3-氨丙基三乙氧基硅烷（[APTES-(SBA-15)]）高效催化了水相无溶剂条件下，在室温下进行的水杨醛、马龙腈和二级胺的单锅伪四组分反应，以制备chromeno[2,3-d]pyrimidines。这些催化剂具有环保特性，易于制备、存储和回收，且活性损失不明显。

  DOI：

  10.1039/c2cy20543b

文献信息

• An eco-safe approach to benzopyranopyrimidines and 4H-chromenes in ionic liquid at room temperature
  作者：Amit Kumar Gupta、Kumkum Kumari、Neetu Singh、Dushyant Singh Raghuvanshi、Krishna Nand Singh

  DOI：10.1016/j.tetlet.2011.11.116

  日期：2012.2

  An environmentally benign, ionic liquid promoted multicomponent protocol to benzopyrano(2,3-d)pyrimidines and 4H-chromenes has been developed at room temperature. Results of the reaction depend on the nature of the nucleophile used in the reaction. Secondary amines result in the formation of benzopyrano(2,3-d)pyrimidines, whereas thiols give rise to 4H-chromenes under the same set of reaction conditions

  在室温下开发了对苯并吡喃并（2,3- d）嘧啶和4 H-色烯的无害环境的离子液体促进多组分方案。反应的结果取决于反应中所用亲核试剂的性质。仲胺导致苯并吡喃并（2,3- d）嘧啶的形成，而硫醇在相同的反应条件下产生4 H-色烯。
• Synthesis, Characterization, and Heterogeneous Catalytic Activity of Sulfamic Acid Functionalized Magnetic IRMOF‐3
  作者：Mohammad Mahdi Mostafavi、Farnaz Movahedi

  DOI：10.1002/ejic.201801054

  日期：2019.2.14

  In this work, post‐synthesis modification of Fe3O4/IRMOF‐3 nanocomposite with chlorosulfonic acid groups afforded sulfamic acid‐functionalized magnetic metal‐organic frameworks (Fe3O4/IRMOF‐3/SO3H). Functionalization was followed through FT‐IR, XRD, TGA, BET, FESEM/EDS and elemental analysis. The catalytic efficiency of the as‐prepared nanocomposite was evaluated through one‐pot pseudo four‐component

  在这项工作中，用氯磺酸基团对Fe 3 O 4 / IRMOF-3纳米复合材料进行合成后修饰提供了氨基磺酸官能化的磁性金属有机骨架（Fe 3 O 4 / IRMOF-3 / SO 3H）。通过FT-IR，XRD，TGA，BET，FESEM / EDS和元素分析进行​​功能化。在温和条件下，通过仲胺，丙二腈和水杨醛在EtOH中的一锅假四组分反应，评估了制备的纳米复合材料的催化效率。功能化IRMOF-3的磁化趋势使得可以在使用外部磁场的情况下从反应混合物中轻松倾析，随后催化剂至少可重复使用五次，而不会显着降低催化效率。
• ZrOCl₂·8H₂O as an Efficient Catalyst for the Pseudo Four-Component Synthesis of Benzopyranopyrimidines
  作者：Hamid Reza Tavakoli、Sayed Mojtaba Moosavi、Ayoob Bazgir

  DOI：10.5012/jkcs.2013.57.2.260

  日期：2013.4.20

  An efficient and environmentally benign protocol for the pseudo four-component synthesis of benzopyranopyrimidines via condensation of salicylic aldehydes, malononitrile and various amines catalyzed by $ZrOCl_2\cdot}8H_2O$ as an inexpensive and eco-friendly catalyst with high catalytic activity under solvent-free conditions is reported. This protocol provides a new and improved method for obtaining benzopyranopyrimidines in terms of good yields, simple experimental procedure and short reaction time.

  报道了一种高效且环境友好的伪四组分合成苯并吡喃嘧啶的方法，该方法通过水杨醛、马隆腈和各种胺的缩合反应，在无溶剂条件下，采用廉价且环保的催化剂氯化锆八水合物（$ZrOCl_2\cdot}8H_2O$）进行催化，展现出高催化活性。这一方案在良好产率、简单的实验程序和短反应时间方面提供了一种新的改进方法来获得苯并吡喃嘧啶。
• Mild preparation of chromeno[2,3-d]pyrimidines catalyzed by Brønsted acidic ionic liquids under solvent-free and ambient conditions
  作者：Hamid Reza Shaterian、Morteza Aghakhanizadeh

  DOI：10.1007/s11164-012-0889-y

  日期：2013.10

  Brønsted acidic ionic liquids, namely 2-pyrrolidonium hydrogensulfate, N-methyl-2-pyrrolidonium hydrogensulfate, N-methyl-2-pyrrolidonium dihydrogenphosphate, (4-sulfobutyl)tris(4-sulfophenyl)phosphonium hydrogensulfate, triphenyl(propyl-3-sulfonyl)phosphonium toluenesulfonate, l-prolinium sulfate, and l-prolinium nitrate, catalyzed efficient one-pot pseudo-four-component reaction of salicylaldehydes, malononitrile, and secondary amine for preparation of chromeno[2,3-d]pyrimidines under solvent-free conditions at room temperature. The catalysts show environmentally benign character and can be easily prepared, stored, and recovered without obvious significant loss of activity.

  布朗斯特酸性离子液体，即2-吡咯烷铵氢硫酸盐、N-甲基-2-吡咯烷铵氢硫酸盐、N-甲基-2-吡咯烷铵二氢磷酸盐、(4-磺基丁基)三(4-磺基苯基)膦酸氢硫酸盐、三苯基(丙基-3-磺酸基)膦酸苯甲酸盐、L-脯氨酸硫酸盐和L-脯氨酸硝酸盐，在室温下无溶剂条件下催化了水杨 aldehydes、马来腈和二级胺的一锅伪四组分反应，以制备 chromeno[2,3-d]pyrimidines。催化剂表现出环境友好的特性，易于制备、储存和回收，且活动性没有明显显著损失。
• Manganese(III) Salen Complex Immobilized on Fe₃O₄Magnetic Nanoparticles: The Efficient, Green and Reusable Nanocatalyst
  作者：Seyed Mohsen Sadeghzadeh、Faeze Daneshfar、Maryam Malekzadeh

  DOI：10.1002/cjoc.201400007

  日期：2014.4

  A new Fe3O4 magnetic nanoparticles supported manganese salen complex was successfully prepared by attaching manganese acetates to a novel N,N′‐bis(salicylidine)ethylenediamine ligand functionalized Fe3O4. The as‐prepared catalyst was characterized by TGA, XRD, FTIR, VSM, and TEM. It was found to be an efficient catalyst for the synthesis of benzopyranopyrimidines in aqueous medium. High catalytic activity

  通过将乙酸锰与新型N，N'-双（水杨基吡啶）乙二胺配体官能化的Fe 3 O 4相连，成功制备了新型的由Fe 3 O 4磁性纳米颗粒负载的锰salen络合物。所制备的催化剂通过TGA，XRD，FTIR，VSM和TEM表征。发现它是在水性介质中合成苯并吡喃并嘧啶的有效催化剂。该催化系统的其他环保特性是，高催化活性和易于使用外部磁体从反应混合物中回收的特性，以及多次重复使用而不会造成性能显着损失的特性。