6-Chloro-3-nitro-4-hydroxyquinolin-2(1H)-one as an efficient antibacterial agent

Subject Areas : Biotechnological Journal of Environmental Microbiology

Enayatollah Moradi Rufchahi ^{1 *}

1 - گروه شیمی، دانشکده علوم پایه ، واحد لاهیجان ، دانشگاه آزاد اسلامی، لاهیجان ایران

Received: 2023-07-20 Accepted : 2023-08-22 Published : 2023-09-12

Keywords: 4-hydroxy quinolin-2(1H)-one, Nitration, Spectroscopy, Antibacterial activities,

Abstract :

In this study, 4-chloroaniline was first reacted with diethyl malonate to yield the corresponding malonodianilide.
Then, this compound was cyclized to 6-chloro-4-hydroxyquinolin-2(1H)-one in melted polyphosphoric
acid at 140-150°C. 6-Chloro-3-nitro-4-hydroxyquinolin-2(1H)-one was successfully synthesized from
6-chloro-4-hydroxyquinolin-2(1H)-one through a traditional nitration process. After workup and purification
process, this compound was characterized using Fourier transform infrared (FT-IR) and proton nuclear magnetic
resonance (1H NMR) spectroscopic techniques. The antibacterial activities of the nitration product dissolved
in DMSO were then evaluated using the well diffusion method against Staphylococcus aureus (ATCC
25923), Escherichia coli (ATCC 25922), Proteus vulgaris (ATCC 49132), and Listeria monocytogenes (ATCC
1298) bacterial strains.

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