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Comparative Study of Microwave-assisted and Conventional Synthesis of 3-[1-(s-phenylimino) Ethyl]-2H-chromen-2-ones and Selected Hydrazone Derivatives

Ajani, Olayinka O. and Ajayi, Olufemi and Adekoya, J. A. and Owoeye, T. F. and Durodola, B. M. and Ogunleye, Olatunde M. (2016) Comparative Study of Microwave-assisted and Conventional Synthesis of 3-[1-(s-phenylimino) Ethyl]-2H-chromen-2-ones and Selected Hydrazone Derivatives. Journal of Applied Sciences, 16 (3). pp. 77-87. ISSN 1812-5654

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Abstract

In this study, 3-acetylcoumarin 1, used as the essential precursor was synthesized by the reaction of salicyaldehyde with ethyl acetoacetate in the presence of a catalytic amount of piperidine in solvent-free medium. Schiff bases 2-9 were obtained by the condensation reaction of 3-acetylcoumarin, 1 with various aniline derivatives while reaction of 3-hydrazinoquinoxalin-2-one with four different 6-susbtituted 3-acetylcoumarins afforded the corresponding hydrazones 10-13. Both Schiff bases and hydrazone products were synthesized under microwave irradiation method and conventional synthetic strategy for comparative study. The microwave assisted reaction was remarkably successful and gave both Schiff bases and hydrazones in higher yields at shorter reaction time compared to conventional heating method. The characterization of the synthesized compounds were structurally confirmed by analytical data as well as spectroscopic means which involved 1H-and 13C-nmr, ir, UV-visible and mass spectra.

Item Type: Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Engineering, Science and Mathematics > School of Chemistry
Depositing User: Mrs Hannah Akinwumi
Date Deposited: 27 Jul 2016 12:12
Last Modified: 27 Jul 2016 12:12
URI: http://eprints.covenantuniversity.edu.ng/id/eprint/6747

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