3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst

Synthesis of 4H-chromene and its derivatives has attracted great interest due to their biological and pharmacological activities. Here, a simple and practical method was employed for synthesizing 3,4-Dihydropyrano[c]chromene derivatives, which have found medicinal applications. This method involves...

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Main Authors: Masoumeh Zakarieie, Masoumeh Taherimehr
Format: Article
Language:English
Published: Iranian Environmental Mutagen Society 2024-08-01
Series:Journal of Water and Environmental Nanotechnology
Subjects:
Online Access:https://www.jwent.net/article_714819_da2cd96d8552a0177ee4da75ecca36ac.pdf
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author Masoumeh Zakarieie
Masoumeh Taherimehr
author_facet Masoumeh Zakarieie
Masoumeh Taherimehr
author_sort Masoumeh Zakarieie
collection DOAJ
description Synthesis of 4H-chromene and its derivatives has attracted great interest due to their biological and pharmacological activities. Here, a simple and practical method was employed for synthesizing 3,4-Dihydropyrano[c]chromene derivatives, which have found medicinal applications. This method involves reacting 4-hydroxycoumarin and malonitrile with an aromatic aldehyde in the presence of Fe3O4@SiO2-SO3H nanocatalyst and methanol as a green solvent. The prepared catalyst was characterized by FT-IR, XRD, BET, VSM, and SEM. The reaction was optimized for four variables of benzaldehyde derivatives, solvent type, temperature, and catalyst loading. The highest 3,4-Dihydropyrano [c]chromene yield of 98% was obtained with 1 mmol of 3-nitrobenzaldehyde and 0.05 g of Fe3O4@SiO2-SO3H at 80 °C in methanol solvent after 2h. Notably, the saturation magnetization of Fe3O4@SiO2-SO3H nanocomposites is sufficient for magnetic separation using an external magnet. This method yields excellent results with easy separation of catalyst. The recyclability test for five consecutive runs showed negligible loss in catalytic activity.
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spelling doaj-art-24d11fdf65534426bf4a31a60b30b6ed2025-01-12T09:34:31ZengIranian Environmental Mutagen SocietyJournal of Water and Environmental Nanotechnology2476-72042476-66152024-08-019332733910.22090/jwent.2024.03.067148193,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic NanocatalystMasoumeh Zakarieie0Masoumeh Taherimehr1Chemistry Department, Faculty of Science, Babol Noshirvani University of Technology, Babol IranChemistry Department, Faculty of Science, Babol Noshirvani University of Technology, Babol IranSynthesis of 4H-chromene and its derivatives has attracted great interest due to their biological and pharmacological activities. Here, a simple and practical method was employed for synthesizing 3,4-Dihydropyrano[c]chromene derivatives, which have found medicinal applications. This method involves reacting 4-hydroxycoumarin and malonitrile with an aromatic aldehyde in the presence of Fe3O4@SiO2-SO3H nanocatalyst and methanol as a green solvent. The prepared catalyst was characterized by FT-IR, XRD, BET, VSM, and SEM. The reaction was optimized for four variables of benzaldehyde derivatives, solvent type, temperature, and catalyst loading. The highest 3,4-Dihydropyrano [c]chromene yield of 98% was obtained with 1 mmol of 3-nitrobenzaldehyde and 0.05 g of Fe3O4@SiO2-SO3H at 80 °C in methanol solvent after 2h. Notably, the saturation magnetization of Fe3O4@SiO2-SO3H nanocomposites is sufficient for magnetic separation using an external magnet. This method yields excellent results with easy separation of catalyst. The recyclability test for five consecutive runs showed negligible loss in catalytic activity.https://www.jwent.net/article_714819_da2cd96d8552a0177ee4da75ecca36ac.pdf4-hydroxycoumarinmalononitrilearomatic aldehydenanocatalyst
spellingShingle Masoumeh Zakarieie
Masoumeh Taherimehr
3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst
Journal of Water and Environmental Nanotechnology
4-hydroxycoumarin
malononitrile
aromatic aldehyde
nanocatalyst
title 3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst
title_full 3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst
title_fullStr 3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst
title_full_unstemmed 3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst
title_short 3,4-Dihydropyrano [C] chromene Synthesis Using Fe3O4@SiO2-SO3H Magnetic Nanocatalyst
title_sort 3 4 dihydropyrano c chromene synthesis using fe3o4 sio2 so3h magnetic nanocatalyst
topic 4-hydroxycoumarin
malononitrile
aromatic aldehyde
nanocatalyst
url https://www.jwent.net/article_714819_da2cd96d8552a0177ee4da75ecca36ac.pdf
work_keys_str_mv AT masoumehzakarieie 34dihydropyranocchromenesynthesisusingfe3o4sio2so3hmagneticnanocatalyst
AT masoumehtaherimehr 34dihydropyranocchromenesynthesisusingfe3o4sio2so3hmagneticnanocatalyst