Synthesis and Characterization of New-2,3-Disubstituted Quinazolinone Derivatives as Antibacterial Agents | ||
| Journal of Al-Nahrain University - Science | ||
| Article 1, Volume 19, Issue 1, March 2016, Pages 1-12 | ||
| Authors | ||
| Souad J. Lfta; Nabeel B. Ayram; Salah M. Baqer | ||
| Abstract | ||
| In this work, some new 2,3-disubsituted quinazolinone derivatives were synthesized. The reaction of substituted anthranilic acid with 3-chlorophenylisothiocyanate gave the compounds [3-(3-chlorophenyl)-2-mercaptoquinazoline-4(3H)-one] (1a,b). compounds (1a,b) where treated with chloroethylacetate in presence of potassium carbonate gave the compounds [-4-oxo-3, 4-dihydroquinazoline-2-yl)thio)acetate] (2a,b). Reaction with hydrazine hydrate afforded the acetohydrazides [-4-oxo-3,4-dihydroquinazoline-2-yl) thio) acetohydrazide](3a,b). The acetoohydrazides (3a,b) were treated with aromatic aldehydes to give the Schiff’s bases [-Nˉ-(3-nitrobenzylidene)acetohydrazide] (5a,b). Treatment of derivatives (1a,b) with hydrazine hydrate afforded the hydrazine derivatives [-2-hydrazinylquinazoilne-4(3H)-one] (4a,b) which also used in synthesizing Schiff’s bases [(E)(2-(3-nitrobenzyllidene)hydrazinyl)] (6a,b). Alkyl halide was treated with compounds (1a,b) in presence acetone to give of [-2-(methylthio)quinazoline-4(3H)-one] (7a,b), and with arylhalide in DMF gave the compounds [-2-((4-nitrophenyl)thio)quinazoline-4(3H)-one)] (8a,b). The structures of all prepared compounds have been elucidated using FTIR,1 HNMR, and MASS spectroscopy. The antibacterial activity was evaluated for (1,5,6,7)a-b derivatives. | ||
| Keywords | ||
| mercaptoquinazoline; One; acetohydrazide; hydrazinyl; thioquinazolin; antibacterial activity | ||
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