Synthesis and evaluation of some novel N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl,aniline)-n-(4-sulfamoylphenyl) benzamide and N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide for anti-tubercular activity

A series of N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)-n-(4-sulfamoylphenyl)benzamide and N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide have been synthesized. Various aromatic ketone reacts with aromatic aldehyde using NaOH as a catalyst gives 1,3-diphenylprop-2-en-1-one, which on further refluxed with hydroxylamine hydrochloride using potassium hydroxide as a catalyst afforded isoxazoline. Thus obtained isoxazoline on further condensed with formaldehyde and benzocaine to give N-(3,5-diphenyl-4,5-dihydro1,2-oxazol-4-yl)methyl aniline)-4-ethyl benzoate, which on further condensed with sulphanilamide to give N-(3,5diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)-n-(4-sulfamoylphenyl)benzamide (A_1–5).Isoxazoline also condensed with formaldehyde and sulphanilamide to give N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide (A_6–10). The structure of the synthesized compounds were evaluated by IR, ¹H NMR and elemental analysis. All the compounds screened for antitubercular activity. Anti-tubercular activity was carried out by using middle brook 7H9 broth base (M198) medium against Mycobacterium tuberculosis of H₃₇Rv strain. Streptomycin was used as standard drug for comparison.