4.3 Article

NiFe2O4@SiO2nPr@glucose Catalyzed Synthesis of Novel 5-pyrazolin-1,2,4-triazazolidine-3-ones (thiones)

Journal

CURRENT ORGANIC SYNTHESIS
Volume 18, Issue 1, Pages 91-99

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1570179417666200924150004

Keywords

Nanocatalyst; 5-pyrazolin-1,2,4-triazazolidine-3-ones; NiFe2O4; thiosemicarbazide; aldehyde; triazazolidine-3-thiones

Funding

  1. Research Council of Islamic Azad University of Rasht branch

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NiFe2O4@SiO2nPr@glucose was used as a catalyst to synthesize novel 5-pyrazolin-1,2,4-triazazolidine-3-ones (thiones) with high yields in short reaction times. The catalyst showed consistent activity for six cycles, and the synthesized compounds were confirmed by various spectroscopic methods. This eco-friendly and reusable catalyst offers advantages such as high yield, green chemistry principles, and waste reduction.
Introduction: NiFe2O4eSiO2nPr@glucose catalyzed synthesis of novel 5-pyrazolin-1,2,4-triazazolidine-3-ones (thiones). Materials and Methods: Amino glucose-functionalized silica-coated NiFe2O4 nanoparticles (NiFe2O4@SiO2 Pr-n@glucose amine or NiFe2O4@SiP@GA) were synthesized and characterized by X-ray powder diffraction (XRD), X-ray spectroscopy (EDX), transmission electron microscope (TEM), field emission scanning electron microscope (FE-SEM), vibrating sample magnetometry (VSM) and fourier transform infrared spectroscopy (FT-IR). Results and Discussion: NiFe2O4@SiP@GA supply an eco-friendly procedure for the synthesis of some novel 5-pyrazolin-1,2,4-triazazolidine-3-ones or thiones through one-pot reaction of thiosemicarbazide (hydrazinecar-bothioamide) and synthetized pyrazole carbaldehydes. These compounds were obtained in high yields in short reaction times. The catalyst could be easily recovered and reused for six cycles with almost consistent activity. The structures of the synthesized 5-pyrazolin-1,2,4-triazazolidine-3-ones or thiones were confirmed by H-1 NMR, C-13 NMR and FTIR spectral data and elemental analyses. Conclusion: In conclusion, we have investigated NiFe2O4@SiO2nPr@amino glucose as a new, eco-friendly, inexpensive, mild and reusable catalyst for the synthesis of 5-pyrazolin-1,2,4-triazazolidine-3-ones or thiones. High yield, a simple work-up procedure, adherence to the basics of green chemistry, environmental friendly and based on natural ingredients, ease of separation and recyclability of the magnetic catalyst and waste reduction are some advantages of this method.

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