Synthesis and Antibacterial Activity of 7-chloro-2–methyl-4H-benzo[d][1,3]–oxazin-4- one and 3–amino-7-chloro-2-methyl quinazolin-4(3H)–one
https://doi.org/10.26538/tjnpr/v1i4.6
Keywords:
3-amino-7-chloro-2-methyl quinazolin-4(3H)-one,, 7-chloro-2-methyl-4H-benzo [d] [1,3]-oxazin-4-one,, Nucleophile, Quinazoline, Quinazolinone.Abstract
Quinazolines and quinazolinones are common structural motifs found in naturally occurring heterocycles. The current study is aimed at the synthesis and antibacterial evaluation of quinazolinone derivatives. The condensation of Methyl-2-amino-4-chlorobenzoate with acetic anhydride yielded the cyclic compound 7-chloro-2-methyl-4H-benzo[d][1,3]-oxazin-4-one (1) which further produced 3-amino-2-methyl-7-chloro quinazolin-4(3H)-one (2) via the reaction with hydrazine hydrate. The structures of the synthesized compounds were unequivocally confirmed by means of Infrared, Nuclear Magnetic Resonance (1H and 13C), Gas Chromatography-Mass Spectrophotometry and Elemental analysis. The synthesized compounds were screened for their antibacterial activity against various strains of bacteria: Staphylococcus aureus, Bacillus species, Escherichia coli, Klebsiella pneumonia, Pseudomonas aeruginosa and
Serratia marcescens. Compounds 1 and 2 showed significant activity against Staphylococcus aureus and Serratia marcescens with MIC ranging from 6 – 12 mg/mL.
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