Continuous flow synthesis of some 6-and 1,6-substituted 3-cyano-4-methyl-2-pyridones
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In this study, six 6- and 1,6-substituted-3-cyano-4-methyl-2-pyridones were synthesized in a continuous flow microreactor system. The syntheses were realized at room temperature and the obtained results were compared to those achieved within classical syntheses. In order to optimize the continuous flow syntheses and increase the yield of the products, the retention time in the microreactor was varied by changing the flow rates of the reactant solutions. Furthermore, the reaction was optimized for 3-cyano-4,6-dimethyl-2-pyridone and 3-cyano-6-hydroxy-4-methyl-2-pyridone, which are comercially important in the pharmaceutical and dye industries. Both 2-pyridones were obtained in satisfactory yield of circa 60 % in less than 10 min. The resulting compounds were characterized by their melting points, FT-IR, H-1-NMR and UV-Vis spectra. The efficiency of the presented method for the synthesis of 2-pyridone-based molecules has promising potential for industrial production.
Ključne reči:
microreactor / 2-pyridone / batch / flow synthesis / process intensificationIzvor:
Journal of the Serbian Chemical Society, 2019, 84, 6, 531-538Izdavač:
- Srpsko hemijsko društvo, Beograd
Finansiranje / projekti:
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-MESTD-Basic Research (BR or ON)-172013)
- Razvoj tehnoloških procesa za tretman otpadnih voda energetskih postrojenja primenom čistije proizvodnje (RS-MESTD-Technological Development (TD or TR)-34009)
DOI: 10.2298/JSC180703092T
ISSN: 0352-5139
WoS: 000474347000001
Scopus: 2-s2.0-85071225030
Kolekcije
Institucija/grupa
Tehnološko-metalurški fakultetTY - JOUR AU - Tadić, Julijana AU - Mihajlović, Marina AU - Jovanović, Mica AU - Mijin, Dušan PY - 2019 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/4234 AB - In this study, six 6- and 1,6-substituted-3-cyano-4-methyl-2-pyridones were synthesized in a continuous flow microreactor system. The syntheses were realized at room temperature and the obtained results were compared to those achieved within classical syntheses. In order to optimize the continuous flow syntheses and increase the yield of the products, the retention time in the microreactor was varied by changing the flow rates of the reactant solutions. Furthermore, the reaction was optimized for 3-cyano-4,6-dimethyl-2-pyridone and 3-cyano-6-hydroxy-4-methyl-2-pyridone, which are comercially important in the pharmaceutical and dye industries. Both 2-pyridones were obtained in satisfactory yield of circa 60 % in less than 10 min. The resulting compounds were characterized by their melting points, FT-IR, H-1-NMR and UV-Vis spectra. The efficiency of the presented method for the synthesis of 2-pyridone-based molecules has promising potential for industrial production. PB - Srpsko hemijsko društvo, Beograd T2 - Journal of the Serbian Chemical Society T1 - Continuous flow synthesis of some 6-and 1,6-substituted 3-cyano-4-methyl-2-pyridones EP - 538 IS - 6 SP - 531 VL - 84 DO - 10.2298/JSC180703092T ER -
@article{ author = "Tadić, Julijana and Mihajlović, Marina and Jovanović, Mica and Mijin, Dušan", year = "2019", abstract = "In this study, six 6- and 1,6-substituted-3-cyano-4-methyl-2-pyridones were synthesized in a continuous flow microreactor system. The syntheses were realized at room temperature and the obtained results were compared to those achieved within classical syntheses. In order to optimize the continuous flow syntheses and increase the yield of the products, the retention time in the microreactor was varied by changing the flow rates of the reactant solutions. Furthermore, the reaction was optimized for 3-cyano-4,6-dimethyl-2-pyridone and 3-cyano-6-hydroxy-4-methyl-2-pyridone, which are comercially important in the pharmaceutical and dye industries. Both 2-pyridones were obtained in satisfactory yield of circa 60 % in less than 10 min. The resulting compounds were characterized by their melting points, FT-IR, H-1-NMR and UV-Vis spectra. The efficiency of the presented method for the synthesis of 2-pyridone-based molecules has promising potential for industrial production.", publisher = "Srpsko hemijsko društvo, Beograd", journal = "Journal of the Serbian Chemical Society", title = "Continuous flow synthesis of some 6-and 1,6-substituted 3-cyano-4-methyl-2-pyridones", pages = "538-531", number = "6", volume = "84", doi = "10.2298/JSC180703092T" }
Tadić, J., Mihajlović, M., Jovanović, M.,& Mijin, D.. (2019). Continuous flow synthesis of some 6-and 1,6-substituted 3-cyano-4-methyl-2-pyridones. in Journal of the Serbian Chemical Society Srpsko hemijsko društvo, Beograd., 84(6), 531-538. https://doi.org/10.2298/JSC180703092T
Tadić J, Mihajlović M, Jovanović M, Mijin D. Continuous flow synthesis of some 6-and 1,6-substituted 3-cyano-4-methyl-2-pyridones. in Journal of the Serbian Chemical Society. 2019;84(6):531-538. doi:10.2298/JSC180703092T .
Tadić, Julijana, Mihajlović, Marina, Jovanović, Mica, Mijin, Dušan, "Continuous flow synthesis of some 6-and 1,6-substituted 3-cyano-4-methyl-2-pyridones" in Journal of the Serbian Chemical Society, 84, no. 6 (2019):531-538, https://doi.org/10.2298/JSC180703092T . .