Synthesis and antituberculostic activity of 5-{3’-oxo-6’-(substituted phenyl)-2’,3’,4’,5’-tetrahydropyridazin-2’-yl}methyl-2-substituted 1,3,4-oxadiazole

By Anees A Siddiqui, Mojahid Islam, Sateesh Kumar

Abstract

A series of 5-{3’-oxo-6’-(substituted aryl)-2’,3’, 4’, 5’-tetrahydropyridazin-2’-yl methyl}-2-substituted 1,3,4-oxadiazole has been synthesized. Appropriate aromatic hydrocarbon reacts with succinic anhydride in presence of AlCl3 to yield ß-Aroyl propionic acid (1a). The corresponding acid is cyclised with hydrazine hydrate to give 6-(substituted aryl)-2,3,4,5-tetrahydro-3-pyridazinone (1b).This intermediate after reaction with ethyl bromo acetate, hydrazinolysed into 3-oxo-6-(substituted aryl)-2, 3, 4, 5-tetrahydropyridazinyl acetohydrazide (1c).The resulting product was converted into 5-{3’-oxo-6’-(substituted aryl)-2’,3’,4’,5’-tetrahydropyridazin-2’-yl methyl}-2-substituted 1,3,4-oxadiazole. All the final compounds have been structurally elucidated on the basis of IR, 1H-NMR, mass spectral data and elemental analysis and screened for antitubercular activity.

 

Key Words : ß-Aroyl propionic acid, acetohydrazide, 1,3,4-oxadiazole, antitubercular activity

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