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https://doi.org/10.5562/cca3597

Screening of Natural Deep Eutectic Solvents for Green Synthesis of 2-methyl-3-substituted Quinazolinones and Microwave-Assisted Synthesis of 3-aryl Quinazolinones in Ethanol

Mario Komar ; Josip Juraj Strossmayer University of Osijek, Faculty of Food Technology, F. Kuhača 20, HR-31000 Osijek, Croatia
Maja Molnar ; Josip Juraj Strossmayer University of Osijek, Faculty of Food Technology, F. Kuhača 20, HR-31000 Osijek, Croatia
Anastazija Konjarević ; Croatian Veterinary Institute-Branch Veterinary Institute Vinkovci, J. Kozarca 24, HR-32100 Vinkovci, Croatia


Puni tekst: engleski pdf 1.826 Kb

str. 511-517

preuzimanja: 457

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Sažetak

In this study, two fast and efficient protocols for green synthesis of 3-substituted quinazolinones were perfomed. A synthesis of
2-methyl-3-substituted quinazolinones was performed in natural deep eutectic solvents, while 3-aryl quinazolinones were obtained by using microwave assisted synthesis. Benzoxazinone, which was used as an intermediate in the synthesis of 2-methyl-3-substituted quinazolinones, was prepared conventionally from anthranilic acid and acetic anhydride. In order to find the most appropriate synthetic path, twenty natural deep eutectic solvents were applied as a solvent in these syntheses. Choline chloride:urea (1 : 2) was found to be the most efficient solvent and was further used in the synthesis of 2-methyl quinazolinone derivatives (2–12). 3-Aryl quinazolinones (13–17), on the other hand, were synthesized in one-pot microwave-assisted reaction of anthranilic acid, different amines and trimethyl orthoformate. All compounds were synthesized in good to excellent yields, characterized by LC-MS/MS spectrometry and 1H- and 13C-NMR spectroscopy.

This work is licensed under a Creative Commons Attribution 4.0 International License.

Ključne riječi

natural deep eutectic solvents, microwave-assisted synthesis, quinazolinones, anthranilic acid, amine

Hrčak ID:

236327

URI

https://hrcak.srce.hr/236327

Posjeta: 939 *