Synthesis and antimicrobial activitiy of novel barbituric acid and thiohydantoin derivatives of imidazo [2,1- b][1,3, 4] thiadiazoles

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Abstract

A series 5-[6-aryl-2-(4-methoxybenzyl)imidazo[2,1-b][ 1,3,4]thiadiazol-5- yl-methylene]-pyrimidine-2,4,6-triones (4a-f) and 5-[6-aryl-2-(4-methoxybenzyl) imidazo[2,l-b][l,3,4] thiadiazol-5-yl]methylene-2-thioxoimidazolidin-4-one (5a-f) were synthesized from 5-formyl derivatives of 2-(4-methoxybenzyl)-6- arylimidazo[2,l-b][l,3,4]thiadiazole (3a-f) by the knoevenagel condensation with barbituric acid & thiohydantoin. The required 5-formyl derivatives were prepared by the Vilsmeier Haack reaction of the corresponding 2,6-disubstituted imidazo[2,l-b][l,3,4]thiadiazoles (2a-f). The structures of all the newly synthesized compounds were established by analytical and spectral data. The synthesized compounds were screened for their antibacterial and antifungal activities.

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Badiger, N. P., Shetty, N. S., Lamani, R. S., & Khazi, I. A. M. (2009). Synthesis and antimicrobial activitiy of novel barbituric acid and thiohydantoin derivatives of imidazo [2,1- b][1,3, 4] thiadiazoles. Heterocyclic Communications, 15(6), 433–442. https://doi.org/10.1515/hc.2009.15.6.433

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