Abstract

Synthesis and biological activity of n-anthranilic acid derivatives

Author(s): Kashinath Noubade, Y.Rajendra Prasad, T.Vijay Kumar, R.H.Udupi

The reaction of 2-[(2, 3-dimethylphenyl) amino] benzocarbohydrazide (2) with various aromatic acids in presence of phosphorus oxy chloride to yield N-[2-(5-arylsubstituted-1,3,4-oxadiazole-2-yl) phenyl]-2,3-dimethyl benzene amine (3a-e). Treatment of (3a-e) with hydrazine hydrate in presence of anhydrous ethanol were refluxed for 4hrs to get N-[2(1-N-amine-5- arylsubstituted-1,3,4-triazole-2-yl) phenyl]-2,3-dimethyl benzenamine (4ae) respectively. Condensation of (4a-e) with substituted aromatic aldehyde in presence of dry benzene to gave N’-(p-chlorobenzylidene)-3-[2-(2, 3- dimethylphenyl amino) phenyl]- 4H-4-amine 5-(aryl substituted)-1, 2, 4- triazole (5a-e). The purity of the compoundswas checked byTLC.All newly synthesized compounds were characterized on the basis of IR, 1HNMR, mass spectral data and elemental analysis.