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Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines

BACKGROUND: Green catalyst fly ash: H(2)SO(4) was prepared by mixing fly ash and sulphuric acid. Microwave irradiations are applied for solid phase cyclization of 5-bromo-2-thienyl chalcones and phenyl hydrazine hydrate in the presence of fly ash: H(2)SO(4) yields, 1-phenyl-3(5-bromothiophen-2-yl)-5...

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Autores principales: Sasikala, Ramalingam, Thirumurthy, Kannan, Mayavel, Perumal, Thirunarayanan, Ganesamoorthy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3534571/
https://www.ncbi.nlm.nih.gov/pubmed/22686856
http://dx.doi.org/10.1186/2191-2858-2-20
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author Sasikala, Ramalingam
Thirumurthy, Kannan
Mayavel, Perumal
Thirunarayanan, Ganesamoorthy
author_facet Sasikala, Ramalingam
Thirumurthy, Kannan
Mayavel, Perumal
Thirunarayanan, Ganesamoorthy
author_sort Sasikala, Ramalingam
collection PubMed
description BACKGROUND: Green catalyst fly ash: H(2)SO(4) was prepared by mixing fly ash and sulphuric acid. Microwave irradiations are applied for solid phase cyclization of 5-bromo-2-thienyl chalcones and phenyl hydrazine hydrate in the presence of fly ash: H(2)SO(4) yields, 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines. These pyrazolines were characterized by their physical constants and spectral data. The antimicrobial activities of all synthesized pyrazolines have been studied. RESULTS: Scanning electron microscopy (SEM) analysis shows the morphology changes between fly ash and the catalyst fly ash: H(2)SO(4). The SEM photographs with the scale of 1 and 50 μm show the fly-ash particle is corroded by H(2)SO(4) (indicated by arrow mark), and this may be due to dissolution of fly ash by H(2)SO(4). The yields of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines is more than 75% using this catalyst under microwave heating. All pyrazolines showed moderate activities against antimicrobial strains. CONCLUSION: We have developed an efficient catalytic method for synthesis of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines by solid phase cyclization using a solvent-free environmentally greener catalyst fly ash: H(2)SO(4) under microwave irradiation between aryl chalcones and hydrazine hydrate. This reaction protocol offers a simple, economical, environment friendly, non-hazardous, easier work-up procedure, and good yields. All synthesized pyrazoline derivatives showed moderate antimicrobial activities against bacterial and fungal strains.
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spelling pubmed-35345712013-01-03 Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines Sasikala, Ramalingam Thirumurthy, Kannan Mayavel, Perumal Thirunarayanan, Ganesamoorthy Org Med Chem Lett Original Article BACKGROUND: Green catalyst fly ash: H(2)SO(4) was prepared by mixing fly ash and sulphuric acid. Microwave irradiations are applied for solid phase cyclization of 5-bromo-2-thienyl chalcones and phenyl hydrazine hydrate in the presence of fly ash: H(2)SO(4) yields, 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines. These pyrazolines were characterized by their physical constants and spectral data. The antimicrobial activities of all synthesized pyrazolines have been studied. RESULTS: Scanning electron microscopy (SEM) analysis shows the morphology changes between fly ash and the catalyst fly ash: H(2)SO(4). The SEM photographs with the scale of 1 and 50 μm show the fly-ash particle is corroded by H(2)SO(4) (indicated by arrow mark), and this may be due to dissolution of fly ash by H(2)SO(4). The yields of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines is more than 75% using this catalyst under microwave heating. All pyrazolines showed moderate activities against antimicrobial strains. CONCLUSION: We have developed an efficient catalytic method for synthesis of 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines by solid phase cyclization using a solvent-free environmentally greener catalyst fly ash: H(2)SO(4) under microwave irradiation between aryl chalcones and hydrazine hydrate. This reaction protocol offers a simple, economical, environment friendly, non-hazardous, easier work-up procedure, and good yields. All synthesized pyrazoline derivatives showed moderate antimicrobial activities against bacterial and fungal strains. Springer 2012-06-11 /pmc/articles/PMC3534571/ /pubmed/22686856 http://dx.doi.org/10.1186/2191-2858-2-20 Text en Copyright ©2012 Sasikala et al.; licensee Springer. http://creativecommons.org/licenses/by/2.0 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Original Article
Sasikala, Ramalingam
Thirumurthy, Kannan
Mayavel, Perumal
Thirunarayanan, Ganesamoorthy
Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
title Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
title_full Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
title_fullStr Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
title_full_unstemmed Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
title_short Eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
title_sort eco-friendly synthesis and antimicrobial activities of some 1-phenyl-3(5-bromothiophen-2-yl)-5-(substituted phenyl)-2-pyrazolines
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3534571/
https://www.ncbi.nlm.nih.gov/pubmed/22686856
http://dx.doi.org/10.1186/2191-2858-2-20
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