Synthesis and spectral characterization of some 2-[(1-((substituted phenylamino) methyl)-1-benzoimidazol-2-yl) alkyl] isoindoline-1,3-diones for in-vitro anthelmintic screening

I. Sudheer Babu; S. Selvakumar

Abstract

Synthesis and spectral characterization of some 2-[(1-((substituted phenylamino) methyl)-1-benzoimidazol-2-yl) alkyl] isoindoline-1,3-diones for in-vitro anthelmintic screening

Author(s): I. Sudheer Babu and S. Selvakumar

Two series of isoindoline carrying benzimidazoles (6a-n) were synthesized by mannich reaction of 2-alkyl benzimidazolyl isoindoline-1,3-dione (4a-b) with different aromatic primary amines (5a-g) using formaldehyde as condensing agent. The pthalic anhydride (1) and aminoacids (2a-b) condensed at high temperature to give 2-(1,3- dioxoisoindolin-2-yl) carboxylic acids (3a-b). These acids undergo cyclization with orthophenylene diamine yields benzimidazoles (4a-b). The yield of the synthesized compounds ranged from 40-78%. The structures of the synthesized isoindolinedione compounds were verified by IR,1H-NMR,13C-NMR, mass spectral data and physical analysis. The In-vitro anthelmintic screening of all benzimidazolyl isoindolines indicates that, have pronounced potency when compared to albendazole.

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