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Synthesis, Characterization, and Theoretical Calculation of New Azo Dyes Derived from [1,5‐a]Pyrimidine‐5‐one Having Solvatochromic Properties

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dc.contributor.authorŞener, Nesrin
dc.contributor.authorGür, Mahmut
dc.contributor.authorÇavuş, M. Serdar
dc.contributor.authorZurnaci, Merve
dc.contributor.authorŞener, İzzet
dc.date.accessioned2026-01-04T12:40:12Z
dc.date.issued2019-01-21
dc.description.abstract7‐Amino‐3‐phenylazo‐2‐methyl‐4H‐pyrazolo[1,5‐a]pyrimidine‐5‐one (3) was synthesized by the reaction of 5‐amino‐3‐methyl‐4‐phenylazo‐1H‐pyrazole and 2‐aminobenzothiazole with ethyl cyanoacetate in acetic acid at 150°C. Four novel heterocyclic azo disperse dyes were obtained by the coupling of heterocyclic amines‐based diazonium chloride with compound 3. They were purified and characterized by elemental analysis, FTIR, and 1H NMR. Furthermore, solvatochromic behaviors of related dyes were studied in detail by using ultraviolet–visible absorption spectrometer. The experimental data were supported by density functional theory using b3lyp/cc‐pvtz level calculations, and a detailed analysis of predicted tautomeric structures was made.
dc.description.urihttps://doi.org/10.1002/jhet.3497
dc.description.urihttps://dx.doi.org/10.1002/jhet.3497
dc.identifier.doi10.1002/jhet.3497
dc.identifier.eissn1943-5193
dc.identifier.endpage1110
dc.identifier.issn0022-152X
dc.identifier.openairedoi_dedup___::1bdcd16340180b56096acd90ff5c2d31
dc.identifier.orcid0000-0001-5370-6048
dc.identifier.orcid0000-0001-9942-6324
dc.identifier.orcid0000-0002-3721-0883
dc.identifier.orcid0000-0003-0540-7523
dc.identifier.scopus2-s2.0-85060336095
dc.identifier.startpage1101
dc.identifier.urihttps://hdl.handle.net/20.500.12597/37207
dc.identifier.volume56
dc.identifier.wos000461906200041
dc.language.isoeng
dc.publisherWiley
dc.relation.ispartofJournal of Heterocyclic Chemistry
dc.rightsCLOSED
dc.titleSynthesis, Characterization, and Theoretical Calculation of New Azo Dyes Derived from [1,5‐a]Pyrimidine‐5‐one Having Solvatochromic Properties
dc.typeArticle
dspace.entity.typePublication
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