dc.contributor.author | Ioannidou, Heraklidia A. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Ioannidou, Heraklidia A. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:19:25Z | |
dc.date.available | 2019-11-21T06:19:25Z | |
dc.date.issued | 2009 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55565 | |
dc.description.abstract | The conversion of isothiazoles into pyrazoles on treatment with hydrazine is investigated. The influence of various C-3, C-4 and C-5 isothiazole substituents and some limitations of this ring transformation are examined. When the isothiazole C-3 substituent is a good nucleofuge, 3-aminopyrazoles are obtained. However, when the 3-substituent is not a leaving group it is retained in the pyrazole product. Treatment of 4-bromo-3-chloro-5-phenylisothiazole 56 or 3-chloro-4,5-diphenylisothiazole 57 with anhydrous hydrazine at ca. 200 °C for a few minutes gives the corresponding 3-hydrazinoisothiazoles 61 and 64 respectively in high yields | en |
dc.description.abstract | the stability of these new hydrazines is investigated. 5,5′-Diphenyl-3,3′-biisothiazole-4,4′-dicarbonitrile 78 reacts with hydrazine to give 5,5′-diphenyl-3,3′-bi(1H-pyrazole)-4,4′-dicarbonitrile 79. Methylhydrazine reacts with 3-chloro-5-phenylisothiazole-4-carbonitrile 1 to give 3-(1-methylhydrazino)-5-phenylisothiazole-4-carbonitrile 83 and 3-amino-1-methyl-5-phenylpyrazole-4-carbonitrile 84. All products are fully characterised and rational mechanisms for the isothiazole into pyrazole transformation are proposed. © 2009 Elsevier Ltd. All rights reserved. | en |
dc.source | Tetrahedron | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-67650541096&doi=10.1016%2fj.tet.2009.06.041&partnerID=40&md5=2165fdaa530c1d726c3e3e83003d30ed | |
dc.subject | article | en |
dc.subject | priority journal | en |
dc.subject | unclassified drug | en |
dc.subject | drug synthesis | en |
dc.subject | chemical reaction | en |
dc.subject | proton nuclear magnetic resonance | en |
dc.subject | drug structure | en |
dc.subject | carbon nuclear magnetic resonance | en |
dc.subject | hydrazine derivative | en |
dc.subject | isothiazole derivative | en |
dc.subject | 3 (1 methylhydrazino) 5 phenylisothiazole 4 carbonitrile | en |
dc.subject | 3 amino 1 methyl 5 phenylpyrazole 4 carbonitrile | en |
dc.subject | 3 aminopyrazole | en |
dc.subject | 3 chloro 4,5 diphenylisothiazole | en |
dc.subject | 3 hydrazinoisothiazole | en |
dc.subject | 4 bromo 3 chloro 5 phenylisothiazole | en |
dc.subject | 5,5' diphenyl 3,3' bi(1h pyrazole) 4,4' dicarbonitrile | en |
dc.subject | hydrazine | en |
dc.subject | pyrazole derivative | en |
dc.title | The conversion of isothiazoles into pyrazoles using hydrazine | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1016/j.tet.2009.06.041 | |
dc.description.volume | 65 | |
dc.description.issue | 34 | |
dc.description.startingpage | 7023 | |
dc.description.endingpage | 7037 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.description.notes | <p>Cited By :18</p> | en |
dc.source.abbreviation | Tetrahedron | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |