Cargando…
Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity
2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile have been synthesized from 1-(3-fluoro-4-methoxyphenyl)ethanone, malononitrile, a mild base and sulfur powder using Gewald synthesis technique and the intermediate was treated with 1,3-disubstituted pyrazole-4-carboxaldehyde to obtain the...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Elsevier
2019
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6717141/ https://www.ncbi.nlm.nih.gov/pubmed/31485504 http://dx.doi.org/10.1016/j.heliyon.2019.e02233 |
_version_ | 1783447504255188992 |
---|---|
author | Puthran, Divyaraj Poojary, Boja Purushotham, Nikil Harikrishna, Nandam Nayak, Soukhyarani Gopal Kamat, Vinuta |
author_facet | Puthran, Divyaraj Poojary, Boja Purushotham, Nikil Harikrishna, Nandam Nayak, Soukhyarani Gopal Kamat, Vinuta |
author_sort | Puthran, Divyaraj |
collection | PubMed |
description | 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile have been synthesized from 1-(3-fluoro-4-methoxyphenyl)ethanone, malononitrile, a mild base and sulfur powder using Gewald synthesis technique and the intermediate was treated with 1,3-disubstituted pyrazole-4-carboxaldehyde to obtain the novel Schiff bases. 1,3-disubstituted pyrazole-4-carboxaldehyde derivatives have been synthesized by Vilsmeier-Haack reaction in the course of a multi-step reaction. The structure of novel compounds were established on the basis of their elemental analyses IR, (1)H NMR, (13)C NMR, and mass spectral data and then screened for their in vitro antimicrobial activity. Among them 5a, 5c, 5f and 5h showed excellent activity when compared to other derivatives. Remaining derivatives showed moderate activity. |
format | Online Article Text |
id | pubmed-6717141 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Elsevier |
record_format | MEDLINE/PubMed |
spelling | pubmed-67171412019-09-04 Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity Puthran, Divyaraj Poojary, Boja Purushotham, Nikil Harikrishna, Nandam Nayak, Soukhyarani Gopal Kamat, Vinuta Heliyon Article 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile have been synthesized from 1-(3-fluoro-4-methoxyphenyl)ethanone, malononitrile, a mild base and sulfur powder using Gewald synthesis technique and the intermediate was treated with 1,3-disubstituted pyrazole-4-carboxaldehyde to obtain the novel Schiff bases. 1,3-disubstituted pyrazole-4-carboxaldehyde derivatives have been synthesized by Vilsmeier-Haack reaction in the course of a multi-step reaction. The structure of novel compounds were established on the basis of their elemental analyses IR, (1)H NMR, (13)C NMR, and mass spectral data and then screened for their in vitro antimicrobial activity. Among them 5a, 5c, 5f and 5h showed excellent activity when compared to other derivatives. Remaining derivatives showed moderate activity. Elsevier 2019-08-26 /pmc/articles/PMC6717141/ /pubmed/31485504 http://dx.doi.org/10.1016/j.heliyon.2019.e02233 Text en © 2019 Published by Elsevier Ltd. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Article Puthran, Divyaraj Poojary, Boja Purushotham, Nikil Harikrishna, Nandam Nayak, Soukhyarani Gopal Kamat, Vinuta Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
title | Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
title_full | Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
title_fullStr | Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
title_full_unstemmed | Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
title_short | Synthesis of novel Schiff bases using 2-Amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-Disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
title_sort | synthesis of novel schiff bases using 2-amino-5-(3-fluoro-4-methoxyphenyl)thiophene-3-carbonitrile and 1,3-disubstituted pyrazole-4-carboxaldehydes derivatives and their antimicrobial activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6717141/ https://www.ncbi.nlm.nih.gov/pubmed/31485504 http://dx.doi.org/10.1016/j.heliyon.2019.e02233 |
work_keys_str_mv | AT puthrandivyaraj synthesisofnovelschiffbasesusing2amino53fluoro4methoxyphenylthiophene3carbonitrileand13disubstitutedpyrazole4carboxaldehydesderivativesandtheirantimicrobialactivity AT poojaryboja synthesisofnovelschiffbasesusing2amino53fluoro4methoxyphenylthiophene3carbonitrileand13disubstitutedpyrazole4carboxaldehydesderivativesandtheirantimicrobialactivity AT purushothamnikil synthesisofnovelschiffbasesusing2amino53fluoro4methoxyphenylthiophene3carbonitrileand13disubstitutedpyrazole4carboxaldehydesderivativesandtheirantimicrobialactivity AT harikrishnanandam synthesisofnovelschiffbasesusing2amino53fluoro4methoxyphenylthiophene3carbonitrileand13disubstitutedpyrazole4carboxaldehydesderivativesandtheirantimicrobialactivity AT nayaksoukhyaranigopal synthesisofnovelschiffbasesusing2amino53fluoro4methoxyphenylthiophene3carbonitrileand13disubstitutedpyrazole4carboxaldehydesderivativesandtheirantimicrobialactivity AT kamatvinuta synthesisofnovelschiffbasesusing2amino53fluoro4methoxyphenylthiophene3carbonitrileand13disubstitutedpyrazole4carboxaldehydesderivativesandtheirantimicrobialactivity |