Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates
Sinteza 5-(supstituisanih fenilazo)-6-hidroksi-4-metil-3-cijano-2-piridona iz etil-3-okso-2-(supstituisanih fenilazo)butanoata
Apstrakt
A new procedure for the synthesis of known azo pyridone dyes is presented. A series of 5-(substituted arylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones were prepared from ethyl 3-oxo-2-(substituted phenylazo)butanoates and cyanoacetamide in acetone using potassium hydroxide as a catalyst by simple refluxing the reaction mixture. The structure of these dyes was confirmed by FT-IR, NMR and UV-Vis spectroscopy.
Novi postupak za sintezu poznatih azo-piridonskih boja je opisan u radu. Serija 5-(supstituisanih fenilazo)-6-hidroksi-4-metil-3-cijano-2-piridona je pripremljena iz etil-3-okso-2-(supstituisanih fenilazo)butanoata i cijanoacetamida u acetonu korišćenjem kalijum-hidroksida kao katalizatora uz zagrevanje.
Ključne reči:
azo compounds / cyclocondensation reaction / cyanoacetamide / pyridoneIzvor:
Journal of the Serbian Chemical Society, 2011, 76, 4, 499-504Izdavač:
- Serbian Chemical Society
Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-172013)
- Nanostrukturni funkcionalni i kompozitni materijali u katalitičkim i sorpcionim procesima (RS-45001)
DOI: 10.2298/JSC100618044D
ISSN: 0352-5139
WoS: 000290499600003
Scopus: 2-s2.0-79955023453
Institucija/grupa
IHTMTY - JOUR AU - Dostanić, Jasmina AU - Valentić, Nataša V. AU - Ušćumlić, Gordana AU - Mijin, Dušan PY - 2011 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/886 AB - A new procedure for the synthesis of known azo pyridone dyes is presented. A series of 5-(substituted arylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones were prepared from ethyl 3-oxo-2-(substituted phenylazo)butanoates and cyanoacetamide in acetone using potassium hydroxide as a catalyst by simple refluxing the reaction mixture. The structure of these dyes was confirmed by FT-IR, NMR and UV-Vis spectroscopy. AB - Novi postupak za sintezu poznatih azo-piridonskih boja je opisan u radu. Serija 5-(supstituisanih fenilazo)-6-hidroksi-4-metil-3-cijano-2-piridona je pripremljena iz etil-3-okso-2-(supstituisanih fenilazo)butanoata i cijanoacetamida u acetonu korišćenjem kalijum-hidroksida kao katalizatora uz zagrevanje. PB - Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates T1 - Sinteza 5-(supstituisanih fenilazo)-6-hidroksi-4-metil-3-cijano-2-piridona iz etil-3-okso-2-(supstituisanih fenilazo)butanoata VL - 76 IS - 4 SP - 499 EP - 504 DO - 10.2298/JSC100618044D ER -
@article{ author = "Dostanić, Jasmina and Valentić, Nataša V. and Ušćumlić, Gordana and Mijin, Dušan", year = "2011", abstract = "A new procedure for the synthesis of known azo pyridone dyes is presented. A series of 5-(substituted arylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones were prepared from ethyl 3-oxo-2-(substituted phenylazo)butanoates and cyanoacetamide in acetone using potassium hydroxide as a catalyst by simple refluxing the reaction mixture. The structure of these dyes was confirmed by FT-IR, NMR and UV-Vis spectroscopy., Novi postupak za sintezu poznatih azo-piridonskih boja je opisan u radu. Serija 5-(supstituisanih fenilazo)-6-hidroksi-4-metil-3-cijano-2-piridona je pripremljena iz etil-3-okso-2-(supstituisanih fenilazo)butanoata i cijanoacetamida u acetonu korišćenjem kalijum-hidroksida kao katalizatora uz zagrevanje.", publisher = "Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates, Sinteza 5-(supstituisanih fenilazo)-6-hidroksi-4-metil-3-cijano-2-piridona iz etil-3-okso-2-(supstituisanih fenilazo)butanoata", volume = "76", number = "4", pages = "499-504", doi = "10.2298/JSC100618044D" }
Dostanić, J., Valentić, N. V., Ušćumlić, G.,& Mijin, D.. (2011). Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates. in Journal of the Serbian Chemical Society Serbian Chemical Society., 76(4), 499-504. https://doi.org/10.2298/JSC100618044D
Dostanić J, Valentić NV, Ušćumlić G, Mijin D. Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates. in Journal of the Serbian Chemical Society. 2011;76(4):499-504. doi:10.2298/JSC100618044D .
Dostanić, Jasmina, Valentić, Nataša V., Ušćumlić, Gordana, Mijin, Dušan, "Synthesis of 5-(substituted phenylazo)-6-hydroxy-4-methyl-3-cyano-2-pyridones from ethyl 3-oxo-2-(substituted phenylazo)butanoates" in Journal of the Serbian Chemical Society, 76, no. 4 (2011):499-504, https://doi.org/10.2298/JSC100618044D . .