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

Peter O. Osarumwense 1* and Osaro Iyekowa 2
1Department of Chemical Sciences, Ondo State University of Sciences and Technology, Okitipupa, Ondo State, Nigeria.
2Department of Chemistry, Faculty of Physical Sciences, University of Benin, Benin City, Nigeria.
Corresponding Author: [email protected]; Tel: +234 8056350793
Recieved Date: July 20, 2017; Accepted Date: September 27, 2017; Published Date: 05 October 2017
Citation: Osarumwense PO and Iyekowa O. 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. Tropical Journal of Natural Product Research 2017; 1(4):173-175. doi.org/10.26538/tjnpr/v1i4.7 https://doi.org//10.26538/tjnpr/v1i4.7
Copyright: © 2017 Osarumwense and Iyekowa. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
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.

Keywords: 3-amino-7-chloro-2-methyl quinazolin-4(3H)-one, 7-chloro-2-methyl-4H-benzo [d]
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