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Condensation of ethylaceto acetate (EAA) with resorcinol in concentrated H2SO4 afforded 7-hydroxy-4-methyl coumarin (1), which on reaction with thiosemicarbazide in anhydrous pyridine yielded 7-hydroxy-4-methyl-quinolinyl [1,5-c]-mercaptotriazole (2). Reaction of 2 with formaldehyde solution and amino acid in ethanol yielded 7-hydroxy-4-methyl-8-(N-methyl-aminoacid)-quinolinyl [1,5-c]-2''-mercaptotriazole (3a-e). Interaction of 3 with o-phenylenediamine in pyridine yielded 7-hydroxy-4-methyl-8-(aminobenzimidazolyl)-quinolinyl [1,5-c]-2''-mercaptotriazole derivatives (4a-e). The latter compounds were evaluated for their antiviral and antimicrobial activities.

Citation

Vinod Kumar Pandey, Mridula Upadhyay, Mrinalini Upadhyay, Vishnu Dev Gupta, Meenal Tandon. Benzimidazolyl quinolinyl mercaptotriazoles as potential antimicrobial and antiviral agents. Acta pharmaceutica (Zagreb, Croatia). 2005 Mar;55(1):47-56

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PMID: 15907223

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