A new series of quinoline chalcones have been prepared from condensations of 2-chloro-3-formyl quinoline (1) with 4-(benzothio) acetophenone(2) and 4-(benzyl sulfonyl) acetophenone(3). The reaction of chalcones(4,5) with bromine gives dibromide(6,7). New pyrazoline derivatives were synthesized by condensation of chalcones (4 or 5) with hydrazine hydrate to give (8,9) and with hydrazine hydrate in glacial acetic acid(gla) to give (10,11) and with phenyl hydrazine to give (12,13). The prepared chalcones (4,5) and dibromide(6,7) and pyrazoline derivative (8-13)have been screened for antibacterial activities against two gram positive staphylococcus aureus and staphylococcus epidermidis and two gram negative Escherichia coli and Proteus vulgaris. The synthesized compounds are proven by IR & NMR spectral and physical method.
A simple and regioselective synthesis of 2-chloro-3-formyl-1,8-naphthyridine, through Vilsmeier-Haack cyclization of N-(pyridin-2-yl)acetamide has been reported. The reaction of 2-chloro-3-formyl-1,8-naphthyridine is also investigated and new series of 1,8-naphthyridine derivatives such as 3-chloro-4-(2-chloro-1,8-naphthyridine-3-yl)-1-(phenylamino)azetidin-2one, 3-chloro-4-(2-chloro-1,8-naphthyridin-3yl)-1-((4-nitrophenyl) amino)-azetidin-2-one and 3-chloro-4-(2-chloro-1,8-naphthyridine-3-yl)-1-((2,4-dinitrophenyl) amino)-azetidin-2one have been prepared. The formyl group in the 1,8-naphthyridine is subjected to further transformation into alkoxy carbonyl (NIS-K2CO3/alcohol) to afford 3-alkoxy carbonyl-1,8naphthyridine and new hetero cyclic compounds such as oxadiazolo, thiadiazolo-thion and triazolo-thion have been prepared. The reaction between 2-chloro-3-formyl-1,8naphthyridine and sodium sulphide in DMF produced 2-mercapto-3-formyl-1,8naphthyridine. Some of the prepared compounds were found to have good biological activity against Staphylococcus aureus and Staphylococcus epidermidis.Triazol Thiadizol Azetidine Oxadiazol Naphthyridine Vilsmeier-Haack
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