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Fe(3)O(4)@SiO(2) nanoparticle supported ionic liquid for green synthesis of antibacterially active 1-carbamoyl-1-phenylureas in water

In the present work, we have designed a novel, heterogeneous and recyclable magnetic Brønsted acidic ionic liquid based on 5-phenyl-1H-tetrazole. The {Fe(3)O(4)@SiO(2)@(CH(2))(3)5-phenyl-1H-tetrazole-SO(3)H/Cl} ([FSTet-SO(3)H]Cl) was prepared via the immobilization of 5-phenyl-1H-tetrazole-bonded su...

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Detalles Bibliográficos
Autores principales: Nasrollahzadeh, Mahmoud, Issaabadi, Zahra, Sajadi, S. Mohammad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9083804/
https://www.ncbi.nlm.nih.gov/pubmed/35542743
http://dx.doi.org/10.1039/c8ra04368j
Descripción
Sumario:In the present work, we have designed a novel, heterogeneous and recyclable magnetic Brønsted acidic ionic liquid based on 5-phenyl-1H-tetrazole. The {Fe(3)O(4)@SiO(2)@(CH(2))(3)5-phenyl-1H-tetrazole-SO(3)H/Cl} ([FSTet-SO(3)H]Cl) was prepared via the immobilization of 5-phenyl-1H-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 via 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, (1)H NMR, (13)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.