Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations

Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as a superior catalyst has been utilized for the preparation of 3-alkyl-4-phenyl-1,3-thiazole-2(3H)-thione derivatives through a three-component reactions of phenacyl bromide or 4-methoxyphenacyl bromide, carbon disulfide...

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Main Authors: Hossein Shahbazi-Alavi, Javad Safaei-Ghomi
Format: Article
Language:English
Published: Iranian Chemical Society 2019-06-01
Series:Nanochemistry Research
Subjects:
Online Access:http://www.nanochemres.org/article_92945_7ab0cc977d1d7c4243be855d9f06c1c4.pdf
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author Hossein Shahbazi-Alavi
Javad Safaei-Ghomi
author_facet Hossein Shahbazi-Alavi
Javad Safaei-Ghomi
author_sort Hossein Shahbazi-Alavi
collection DOAJ
description Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as a superior catalyst has been utilized for the preparation of 3-alkyl-4-phenyl-1,3-thiazole-2(3H)-thione derivatives through a three-component reactions of phenacyl bromide or 4-methoxyphenacyl bromide, carbon disulfide and primary amine. The best results were gained in ethanol and we found that the reaction gave convincing results in the presence of cross-PAA-SO3H@nano-Fe3O4 (5 mg) under ultrasonic irradiation. The structures of the products were fully established on the basis of their 1H NMR, 13C NMR and FT-IR spectra. A proper, atom-economical, straightforward one-pot multicomponent synthetic route for the synthesis of 1,3-thiazoles in good yields has been devised using crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) tethered to nano-Fe3O4. The remarkable advantages of this methodology are short reaction times, high to excellent yields, operational simplicity, low catalyst loading and reusability of the catalyst. The catalyst has been characterized by Fourier-transform infrared spectroscopy (FT-IR), scanning electron microscope (SEM), X-ray powder diffraction (XRD), energy dispersive spectroscopy (EDS), thermo- gravimetric analysis (TGA) and vibrating-sample magnetometer (VSM).
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spelling doaj.art-0d92b6a2da8d4248a8789e0822e708a52023-02-05T07:22:52ZengIranian Chemical SocietyNanochemistry Research2538-42792423-818X2019-06-0141556310.22036/ncr.2019.01.00792945Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiationsHossein Shahbazi-Alavi0Javad Safaei-Ghomi1Young Researchers and Elite Club, Kashan Branch, Islamic Azad University, Kashan, IranDepartment of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, IranNano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as a superior catalyst has been utilized for the preparation of 3-alkyl-4-phenyl-1,3-thiazole-2(3H)-thione derivatives through a three-component reactions of phenacyl bromide or 4-methoxyphenacyl bromide, carbon disulfide and primary amine. The best results were gained in ethanol and we found that the reaction gave convincing results in the presence of cross-PAA-SO3H@nano-Fe3O4 (5 mg) under ultrasonic irradiation. The structures of the products were fully established on the basis of their 1H NMR, 13C NMR and FT-IR spectra. A proper, atom-economical, straightforward one-pot multicomponent synthetic route for the synthesis of 1,3-thiazoles in good yields has been devised using crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) tethered to nano-Fe3O4. The remarkable advantages of this methodology are short reaction times, high to excellent yields, operational simplicity, low catalyst loading and reusability of the catalyst. The catalyst has been characterized by Fourier-transform infrared spectroscopy (FT-IR), scanning electron microscope (SEM), X-ray powder diffraction (XRD), energy dispersive spectroscopy (EDS), thermo- gravimetric analysis (TGA) and vibrating-sample magnetometer (VSM).http://www.nanochemres.org/article_92945_7ab0cc977d1d7c4243be855d9f06c1c4.pdfthiazolenanocatalystultrasonic irradiationpolyacrylamidecrosslink
spellingShingle Hossein Shahbazi-Alavi
Javad Safaei-Ghomi
Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
Nanochemistry Research
thiazole
nanocatalyst
ultrasonic irradiation
polyacrylamide
crosslink
title Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
title_full Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
title_fullStr Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
title_full_unstemmed Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
title_short Nano-Fe3O4 attached to Crosslinked sulfonated polyacrylamide (Cross-PAA-SO3H) as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
title_sort nano fe3o4 attached to crosslinked sulfonated polyacrylamide cross paa so3h as high performance catalyst for the synthesis of thiazoles under ultrasonic irradiations
topic thiazole
nanocatalyst
ultrasonic irradiation
polyacrylamide
crosslink
url http://www.nanochemres.org/article_92945_7ab0cc977d1d7c4243be855d9f06c1c4.pdf
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