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Effect of Microwave Irradiation on the Condensation of 6-Substituted 3-Formylchromones with Some Five-membered Heterocyclic Compounds

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Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina CH-2, SK-842 15 Bratislava, Slovak Republic
2
Central Laboratories, Faculty of Chemical Technology, Slovak University of Technology, SK-812 37 Bratislava, Slovak Republic
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Authors to whom correspondence should be addressed.
Molecules 2000, 5(2), 167-178; https://doi.org/10.3390/50200167
Received: 14 October 1999 / Published: 19 February 2000
Different types of 3-substituted 4H-4-oxobenzopyrans were prepared by microwave irradiation as well as by a classical method. The beneficial effect of microwave irradiation on the aldol condensation of 3-formylchromones with 2-imino-1-methylimidazolidine-4-one (creatinine), 2-thioxoimidazolidine-4-one (thiohydantoin) and 2-ethyl-2-thioxothiazolidin-4-one (3-ethylrhodanine) in different reaction media is described. Our results show that the effect of microwave irradiation on the reactions studied was a shortening of the reaction times and a smooth increase in the yields. The subsequent reactions of the product with some nucleophiles are discussed. The structure of the products was proven by elemental analysis, IR and NMR spectra. View Full-Text
Keywords: Creatinine; thiohydantoin; rhodanine; carbamoic acids; guanidine derivatives; Diels - Alder reaction; IR; 1H NMR; 13C NMR Creatinine; thiohydantoin; rhodanine; carbamoic acids; guanidine derivatives; Diels - Alder reaction; IR; 1H NMR; 13C NMR
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Lacova, M.; Gasparova, R.; Loos, D.; Liptay, T.; Pronayova, N. Effect of Microwave Irradiation on the Condensation of 6-Substituted 3-Formylchromones with Some Five-membered Heterocyclic Compounds. Molecules 2000, 5, 167-178.

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