Maryam Ghazvini*, Fatemeh Sheikholeslami-Farahani, Ashraf Shahvelayati, Zohreh Rostami and Saeid Abad Pages 1 - 8 ( 8 )
Aim and Objective: In this work 1,3-oxazoles were generated using multicomponent reaction of α-bromo ketones, alkyl (aryl) isothiocyanates, sodium hydride and catalytic amount of Fe3O4 MNPs in aqueous media at ambient temperature in good yields. Also, Fe3O4-MNPs were generated using Orange peel water extract as green procedure that reduce the ferric chloride solution. The nanoparticles that is generated via biosynthesis method have potentially valuable in different purposes such as organic synthesis. Also, the antimicrobial activity of some synthesized compounds was studied.
Materials and Methods: All of starting materials and solvents for these reactions and preparation of Fe3O4-MNPs and were used with any further purification. The isothiocyanate and -bromo ketones was mixed together in water. After one minutes sodium hydride and Fe3O4 MNPs was added to previouse mixture at room temperature. Then -bromo ketones were added to previous mixture. After completion of the reaction and removal of Fe3O4 MNPs the solid was extracted by filtration and purified by column chromatography.
Results: Without employing catalyst, these reactions have low yield and busy mixture. The synthesis of compound 4a as sample reaction have alike yield in the presence of ZnO-NPs and Fe3O4 MNPs (entry 20 and entry 30) but removal of catalyst from the mixture of reaction after completing of reaction is comfortable in present of Fe3O4 MNPs. Structures of 4a–4i are confirmed by IR, 1H NMR, 13C NMR mass spectra.
Conclusion: In conclusion, the reaction of α-bromo ketones, isothiocyanate and sodium hydride in the presence of catalytic amount of Fe3O4 MNPs in water generate 1,3-oxazole derivatives in good yields. Some advantages of performing these reactions with present procedure are carrying out these reactions in water as green solvent and simple removal of catalyst.
1, 3-oxazole, Orange peel extract, Fe3O4-MNPs, Alkyl (aryl) isothiocyanates, Alkyl bromides, Gram-negative bacteria, Gram-positive bacteria.
Department of Chemistry, Payame Noor University (PNU), P.O. Box: 19395-4697, Tehran, Firoozkooh Branch, Islamic Azad University, Department of Chemistry, Department of Chemistry, Faculty of Science, Yadegar-e-Imam Khomeini (RAH), Shahre Rey Branch, Islamic Azad University, Islamic Azad University, Department of Chemistry, Qaemshahr Branch, Department of Chemistry, Qaemshahr Branch, Islamic Azad University