Chemical Sciences Journal

Synthesis, Characterization of Substituted (4-Oxo-3-Phenyl-3,4-Dihydro Quinazolin-2-yl)Methyl Nitrite Derivatives and Evaluation of their Antimicrobial Activity

Abstract

Chaitanya P, Guguloth R, Damodhar S and Ravinder AN

Synthesis of substituted (4-oxo-3-phenyl-3,4-dihydro quinazolin-2-yl)methyl nitrite derivatives[5(a-j)] have been prepared oxidation reaction of 6-chloro-2-(chloromethyl)-3-[phenyl] quinazolin-4(3H)-one(4) with AgNO3. Compound (5) prepared from starting meterial are 5-chloro-2-[(chloroacetyl)amino]benzoic acid (1) is undergoes to cyclization with acetic anhydride to form 5-chloro-2-[(chloroacetyl)amino]benzoic acid (2) in yield 72%. 5-chloro-2-[(chloroacetyl) amino]benzoic acid(2) undergoes ro cyclisation with acetic anhydride under reflux conidition to form 6-chloro- 2-(chloromethyl)-4H-3,1-benzoxazin-4-one (3) now this compound have been reacted with glycial acetic acid in presence of aniline to form 6-chloro-2-(chloromethyl)-3-[phenyl] quinazolin-4(3H)-one(4). Chareterization done by 1H-NMR, 13C-NMR, IR, MASS spectral analysis. Evaluation of antibacterial activity by Gram-positive bacteria viz. Bacillus subtilis, Bacillus sphaericus and Staphylococcus aureus and three Gram-negative bacteria viz. Pseudomonas aeruginosa, Klebsiella aerogenes and Chromobacterium violaceum and antifungal activity against Candida albicans, Aspergillus fumigates, Trichophyton rubrum and Trichophyton mentagrophytes. Most of the compounds are exihibits more potential activity.