An improved synthesis of 4-chlorocoumarin-3-sulfonyl chloride and its reactions with different bidentate nucleophiles to give pyrido[1′, 2′:2,3]- and thiazino[3′,2′:2,3]-1,2,4-thiadiazino[6,5-c] benzopyran-6-one 7,7-dioxides

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dc.identifier.uri http://dx.doi.org/10.15488/1450
dc.identifier.uri http://www.repo.uni-hannover.de/handle/123456789/1475
dc.contributor.author Jashari, Ahmed
dc.contributor.author Hey-Hawkins, Evamarie
dc.contributor.author Mikhova, Bozhana
dc.contributor.author Draeger, Gerald
dc.contributor.author Popovski, Emil
dc.date.accessioned 2017-05-09T12:13:44Z
dc.date.available 2017-05-09T12:13:44Z
dc.date.issued 2007
dc.identifier.citation Jashari, A.; Hey-Hawkins, E.; Mikhova, B.; Draeger, G.; Popovski, E.: An improved synthesis of 4-chlorocoumarin-3-sulfonyl chloride and its reactions with different bidentate nucleophiles to give pyrido[1′, 2′:2,3]- and thiazino[3′,2′:2,3]-1,2,4-thiadiazino[6,5-c] benzopyran-6-one 7,7-dioxides. In: Molecules 12 (2007), Nr. 8, S. 2017-2028. DOI: https://doi.org/10.3390/12082017
dc.description.abstract An improved synthetic method affording 4-chlorocoumarin-3-sulfonyl chloride (4) in very good yield (ca. 85 %) is reported. This compound was reacted with various bidentate nucleophiles such as 2-aminopyridines and 2-aminothiazoles in order to obtain substituted pyrido- and thiazino-1,2,4-thiadiazino-benzopyranone dioxides (potential anticancer and anti-HIV agents). These reactions occurred rapidly at room temperature giving yellowish precipitates, which are insoluble in common organic solvents, making the purification process challenging. Further investigation has shown that these fused heterocycles are not stable and decompose with opening of the 1,2,4-thiadiazine ring. © 2007 by MDPI. eng
dc.description.sponsorship DAAD
dc.language.iso eng
dc.publisher Basel : MDPI AG
dc.relation.ispartofseries Molecules 12 (2007), Nr. 8
dc.rights CC BY-NC-SA 3.0
dc.rights.uri https://creativecommons.org/licenses/by-nc-sa/3.0/
dc.subject 1,2,4-thiadiazines eng
dc.subject Coumarin eng
dc.subject Fused heterocycles eng
dc.subject Synthesis eng
dc.subject 4 chlorocoumarin 3 sulfonyl chloride eng
dc.subject 4-chlorocoumarin-3-sulfonyl chloride eng
dc.subject aminopyridine derivative eng
dc.subject anti human immunodeficiency virus agent eng
dc.subject antineoplastic agent eng
dc.subject benzopyran derivative eng
dc.subject coumarin derivative eng
dc.subject sulfone eng
dc.subject thiazole derivative eng
dc.subject unclassified drug eng
dc.subject article eng
dc.subject chemistry eng
dc.subject synthesis eng
dc.subject Aminopyridines eng
dc.subject Anti-HIV Agents eng
dc.subject Antineoplastic Agents eng
dc.subject Benzopyrans eng
dc.subject Coumarins eng
dc.subject Sulfones eng
dc.subject Thiazoles eng
dc.subject.ddc 540 | Chemie ger
dc.title An improved synthesis of 4-chlorocoumarin-3-sulfonyl chloride and its reactions with different bidentate nucleophiles to give pyrido[1′, 2′:2,3]- and thiazino[3′,2′:2,3]-1,2,4-thiadiazino[6,5-c] benzopyran-6-one 7,7-dioxides
dc.type article
dc.type Text
dc.relation.issn 1420-3049
dc.relation.doi https://doi.org/10.3390/12082017
dc.bibliographicCitation.issue 8
dc.bibliographicCitation.volume 12
dc.bibliographicCitation.firstPage 2017
dc.bibliographicCitation.lastPage 2028
dc.description.version publishedVersion
tib.accessRights frei zug�nglich


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