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3-Amino-2-methylquinazolin-4-(3H)-one Schiff Bases Synthesis - A Green Chemistry Approach - A Comparison of Microwave and Ultrasound Promoted Synthesis with Mechanosynthesis

[ Vol. 8 , Issue. 1 ]

Author(s):

Mario Komar, Fran Prašnikar, Tatjana Gazivoda Kraljević, Krunoslav Aladić and Maja Molnar*   Pages 62 - 69 ( 8 )

Abstract:


Green chemistry methods are important modern synthetic chemistry pathways with main advantages such as milder reaction conditions, shorter time, and higher yields. A series of quinazolinone based Schiff bases (1-27) have been successfully synthesized by using green synthetic methods, including microwave-assisted, ultrasound-assisted and mechanochemical synthesis, respectively. Desired compounds were prepared from 3-amino-2-methylquinazolin-4(3H)-one and substituted benzaldehydes with moderate to high yields (11-90%). Benzoxazinone and 3-amino-2- methylquinazolin-4(3H)-one, the precursors of Schiff bases, were prepared by microwave-induced synthesis. The structures of all Schiff bases are confirmed by 1H and 13C NMR spectroscopy and mass spectrometry as well. A novelty of this research is the application and comparison of green chemistry methods in the synthesis of desired compounds which are listed above. The simplicity of synthesis includes ethanol as a solvent and no need for further purification.

Keywords:

Quinazolinone, Schiff bases, green chemistry, microwaves, ultrasound, mechanosynthesis.

Affiliation:

Faculty of Food Technology Osijek, J.J. Strossmayer University of Osijek, Franje Kuhača 18, 31000 Osijek, Department of Biology, J.J. Strossmayer Universitiy of Osijek, cara Hadrijana 8/A, 31000 Osijek, Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, 10000 Zagreb, Faculty of Food Technology Osijek, J.J. Strossmayer University of Osijek, Franje Kuhača 18, 31000 Osijek, Faculty of Food Technology Osijek, J.J. Strossmayer University of Osijek, Franje Kuhača 18, 31000 Osijek

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