Synthesis and Antimicrobial Evaluation of Some Chalcones and Their Derived Pyrazoles, Pyrazolines, Isoxazolines, and 5,6-Dihydropyrimidine-2-(1 H )-thiones |
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Authors: | Adel A-H Abdel-Rahman Ahmed E-S Abdel-Megied Mohamed A M Hawata Eman R Kasem and Mohamed T Shabaan |
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Institution: | (1) Department of Photochemistry, National Research Centre, Cairo, Egypt;(2) Faculty of Specific Education, Ain Shams University, Abbassia, Cairo, Egypt;(3) Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Koam, Egypt |
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Abstract: | Chalcones were synthesized by a base catalyzed Claisen-Schmidt condensation reaction. Bromination of chalcones afforded the dibromo derivatives. Monobromo derivatives could be obtained
by treating the corresponding dibromochalcones with dry benzene in the presence of triethylamine. Pyrazole derivatives were
obtained by refluxing of dibromochalcones with phenylhydrazine or 2,4-dinitrophenylhydrazine in dry pyridine. Chalcones were
treated with hydrazine hydrate or phenyl hydrazine in ethanol to afford Δ
2-pyrazolines and N-phenyl-Δ
2-pyrazolines. Condensation of chalcones with hydroxylamine hydrochloride or thiourea in ethanolic sodium hydroxide solution
gave 4,5-dihydroisoxazoles and 5,6-dihydropyrimidine-2-(1H)-thiones. The prepared compounds were tested for antimicrobial activity against four different bacterial species displaying
different degrees of antibacterial activities or inhibitory actions. |
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Keywords: | |
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