Preparation of [1,2,4]Triazolo[1,5-a]Pyrimidines Accelerated by Magnesium Schiff Base Complex Immobilized on Magnetite Nanoparticles
نویسندگان
1 Department of Chemistry, University of Kurdistan, Sanandaj, P.O. Box 66135-416, Iran
2 Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71946-84795, Iran
3 Department of Chemistry, University of Kurdistan, Sanandaj, P.O. Box 66135-416, Iran
doi
10.48309/chemm.2026.556148.2033چکیده
Magnesium Schiff base complex immobilized on magnetite nanoparticles was prepared and used as a magnetically heterogeneous and reusable catalyst for the synthesis of 5-methyl-N,7-diphenyl-4,7-dihydro-[1,2,4]triazolo[1,5-a] pyrimidine-6-carboxamide compounds by the one-pot multi-component condensation reaction of some aromatic aldehydes containing various electron withdrawing and donating substitutions such as fluorine, chlorine, bromine, methoxy, benzyloxy, nitro, hydroxyl and cyano croups on their ring with acetoacetanilide and 3-amino-1,2,4-triazole (12 examples) at 70 °C under solvent-less condition. All products were prepared in high yields (85-95 %) and in short reaction times (25 minutes) with an interesting suggested mechanism. Simple work up, mild reaction condition, high yield of products, short reaction times, compliance with green chemistry protocols and the recyclability of the catalyst were some important benefits of the presented research. Fe3O4@SiO2 C3H6 magnesium Schiff base complex as a catalyst due to magnetic property was easily separated from the reaction mixture and reused successfully for four times without noticeable reduction in reaction efficiency.