Nasrollahzadeh Mahmoud, Issaabadi Zahra, Sajadi S Mohammad
Department of Chemistry, Faculty of Science, University of Qom Qom 3716146611 Iran
Department of Petroleum Geoscience, Faculty of Science, Soran University PO Box 624 Soran Kurdistan Regional Government Iraq.
RSC Adv. 2018 Aug 2;8(49):27631-27644. doi: 10.1039/c8ra04368j.
In the present work, we have designed a novel, heterogeneous and recyclable magnetic Brønsted acidic ionic liquid based on 5-phenyl-1-tetrazole. The {FeO@SiO@(CH)5-phenyl-1-tetrazole-SOH/Cl} ([FSTet-SOH]Cl) was prepared the immobilization of 5-phenyl-1-tetrazole-bonded sulfonic acid onto the surface of silica-coated magnetic nanoparticles using 3-chloropropyltriethoxysilane as a linker. The catalyst was characterized by XRD, TEM, FESEM, EDS, TG-DTA, and FT-IR. The ability and high activity of this catalyst were demonstrated in the synthesis of 1-carbamoyl-1-phenylureas with good to excellent yields a new, simple and one-pot procedure in aqueous media under reflux conditions. This procedure has advantages such as high yields, short reaction times, a simple methodology and work-up process, green reaction conditions, high stability, catalytic activity, and easy preparation, separation and reusability of the catalyst. The synthesis of these compounds was confirmed by FT-IR, H NMR, C NMR and CHN. In addition, we investigated the biological properties of the 1-carbamoyl-1-phenylureas as newly synthesized compounds. The described catalyst could be easily separated from the reaction mixture by additional magnetic force and reused several times without a remarkable loss of its catalytic activity and any considerable changes in the product yield and the reaction time.
在本工作中，我们设计了一种基于5-苯基-1-四唑的新型、多相且可回收的磁性布朗斯特酸性离子液体。通过使用3-氯丙基三乙氧基硅烷作为连接剂，将5-苯基-1-四唑键合的磺酸固定在二氧化硅包覆的磁性纳米颗粒表面，制备了{FeO@SiO@(CH)5-苯基-1-四唑-SOH/Cl}（[FSTet-SOH]Cl）。通过XRD、TEM、FESEM、EDS、TG-DTA和FT-IR对催化剂进行了表征。在回流条件下，在水介质中通过一种新的、简单的一锅法合成1-氨基甲酰基-1-苯基脲时，证明了该催化剂具有良好至优异的产率以及高活性。该方法具有产率高、反应时间短、方法和后处理过程简单、反应条件绿色、稳定性高、催化活性高以及催化剂易于制备、分离和重复使用等优点。通过FT-IR、1H NMR、13C NMR和CHN对这些化合物的合成进行了确认。此外，我们研究了新合成的1-氨基甲酰基-1-苯基脲的生物学性质。所述催化剂可通过外加磁力轻松从反应混合物中分离出来，并可重复使用多次，而其催化活性不会有明显损失，产物产率和反应时间也不会有任何显著变化。
