Synthesis, in vitro antioxidant and antimicrobial activities of some novel 3-substitued-4-(3-methoxy-4-isobutyryloxybenzylideneamino)-4,5-dihydro- 1H-1,2,4-triazol-5-one derivatives
271-282In this study, 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones have been reacted with 3-methoxy-4-isobutyryloxybenzaldehyde 2 to afford the corresponding nine new 3-alkyl(aryl)-4-(3-methoxy-4-isobutyryloxybenzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3. Then, the acetylation reactions of compounds 3 have been investigated and 4 type compounds have been obtained. The compounds 3 have also been treated with morpholine/1-methylpiperazine in the presence of formaldehyde according to the Mannich reaction to synthesize 1-(morpholine-4-yl-methyl)-3-alkyl(aryl)-4-(3-methoxy-4-isobutyryloxy-benzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 5, and 1-(1-methylpiperazin-4-yl-methyl)-3-alkyl(aryl)-4-(3-methoxy-4-isobutyryloxybenzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 6, respectively. The structures of twenty four new compounds have been characterized by IR, 1H and 13C NMR and MS spectroscopic methods. In addition, the newly synthesized compounds have been screened for their antimicrobial activities. Furthermore, these twenty four new compounds have been analyzed for their in vitro potential antioxidant activities by three different methods
