SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME N’-(SUBSTITUTED BENZYLIDENE)-2-(7-BROMO-PHENYLQUINAZOLIN-4-YLOXY) ACETOHYDRAZIDE DERIVATIVESAbstract
Quinoline or 1-aza-naphthalene or benzo [b] pyridine is a weak tertiary base. In the study, the synthesis of compounds and their antimicrobial activity which is not done earlier and is quite significant. An attempt has been made for the synthesis of N’-(substituted benzylidene)-2-(7-bromo-2-phenylquinazolin-4-yloxy) acetohydrazide (5-15). The titled compounds were prepared by the reaction of bromoanthranilic acid with benzoyl chloride which gave oxazine-4-one derivative (1), which on reaction with formamide gave quinazolin-4(3H)-one derivative (2). The esterification product of quinazolin-4(3H)-one derivative, when reacted with hydrazine-hydrate gave (7-bromo-2-phenylquinazolin-4yloxy) acetohydrazide (4). The sub stituted benzaldehyde on reaction with 7-Bromo-2-phenylquinazoline-4yloxyacetohydrazide (4) yielded N’-(sub stituted benzylidene)-2-(7-bromo-2-phenyl quinazolin-4-yloxy) acetohydrazide (5-15). Primarily the structures of all synthesized compounds were confirmed from Melting point and TLC methods and then spectral analysis IR, 1H NMR and mass spectra. All synthesized derivative compounds were evaluated for their in vitro antimicrobial activities using the disc diffusion technique. It was found that all the synthesized compounds exhibit antimicrobial activity and that compounds 7, 11, 13 and 14 have a broad spectrum of activity at 50 μg/ml.
Shalini Shah * and Anju Goyal
Department of Pharmaceutical Chemistry, Khyati College of Pharmacy, Ahmedabad, Gujarat, India.
02 October 2020
02 July 2021
03 July 2021
01 September 2021