Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones
A series of 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones were synthesized, starting from acetylacetone and arenediazonium salt, followed by condensation with cyanoacetamide using a modified literature procedure. The experimental investigation included modification of the synth...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2006-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2006/0352-51390605435M.pdf |
| _version_ | 1818864688088219648 |
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| author | Mijin Dušan Ušćumlić Gordana Perišić-Janjić Nada Trkulja Ivan Radetić Maja Jovančić Petar |
| author_facet | Mijin Dušan Ušćumlić Gordana Perišić-Janjić Nada Trkulja Ivan Radetić Maja Jovančić Petar |
| author_sort | Mijin Dušan |
| collection | DOAJ |
| description | A series of 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones were synthesized, starting from acetylacetone and arenediazonium salt, followed by condensation with cyanoacetamide using a modified literature procedure. The experimental investigation included modification of the synthetic procedure in terms of solvent, temperature, isolation techniques as well as purification and identification of the products. The azo dyes were characterized by melting point, IR, UV/Vis, 1H NMR and MS data. HPLC analyses were also performed. The 2-hydroxypyridine/ 2-pyridone tautomeric equilibration was found to depend on the polarity of the applied solvents. A color assessment of the solid dyes and dyed polyester fabrics was also performed and the correlation between the colour and the structure of the dyes is discussed. |
| first_indexed | 2024-12-19T10:35:38Z |
| format | Article |
| id | doaj.art-e61365b6aa2b4405a6edca0971172d09 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-12-19T10:35:38Z |
| publishDate | 2006-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-e61365b6aa2b4405a6edca0971172d092022-12-21T20:25:37ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212006-01-0171543544410.2298/JSC0605435M0352-51390605435MSynthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridonesMijin Dušan0Ušćumlić Gordana1Perišić-Janjić Nada2Trkulja Ivan3Radetić Maja4Jovančić Petar5Katedra za organsku hemiju, Tehnološko-metalurški fakultet, BeogradKatedra za organsku hemiju, Tehnološko-metalurški fakultet, BeogradKatedra za hemiju, Prirodno-matematički fakultet, Novi SadKatedra za organsku hemiju, Tehnološko-metalurški fakultet, BeogradKatedra za tekstilno inženjerstvo, Tehnološko-metalurški fakultet, BeogradKatedra za tekstilno inženjerstvo, Tehnološko-metalurški fakultet, BeogradA series of 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones were synthesized, starting from acetylacetone and arenediazonium salt, followed by condensation with cyanoacetamide using a modified literature procedure. The experimental investigation included modification of the synthetic procedure in terms of solvent, temperature, isolation techniques as well as purification and identification of the products. The azo dyes were characterized by melting point, IR, UV/Vis, 1H NMR and MS data. HPLC analyses were also performed. The 2-hydroxypyridine/ 2-pyridone tautomeric equilibration was found to depend on the polarity of the applied solvents. A color assessment of the solid dyes and dyed polyester fabrics was also performed and the correlation between the colour and the structure of the dyes is discussed.http://www.doiserbia.nb.rs/img/doi/0352-5139/2006/0352-51390605435M.pdfaryl azo dyes2-pyridonesuv-vis absorption spectrumsubstituent effecthplc analysiscolour assessment |
| spellingShingle | Mijin Dušan Ušćumlić Gordana Perišić-Janjić Nada Trkulja Ivan Radetić Maja Jovančić Petar Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones Journal of the Serbian Chemical Society aryl azo dyes 2-pyridones uv-vis absorption spectrum substituent effect hplc analysis colour assessment |
| title | Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones |
| title_full | Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones |
| title_fullStr | Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones |
| title_full_unstemmed | Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones |
| title_short | Synthesis, properties and color assessment of some new 5-(3- and 4-substituted phenylazo)-4,6-dimethyl-3-cyano-2-pyridones |
| title_sort | synthesis properties and color assessment of some new 5 3 and 4 substituted phenylazo 4 6 dimethyl 3 cyano 2 pyridones |
| topic | aryl azo dyes 2-pyridones uv-vis absorption spectrum substituent effect hplc analysis colour assessment |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2006/0352-51390605435M.pdf |
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