New Heterocyclic Condensed Systems with Bridgehead Nitrogen. Ring Formation of Thiadiazine Cycle Fused to 1,2,4-Triazole by Reactions with Alpha-Halocarbonyl Compounds

摘要

Synthesis of a series of 3-[4-(4-X-phenylsulfonyl)phenyl]-6-(substituted-phenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines 2-7a,b (X=Cl, Br) by reaction of different substituted phenacyl bromide with 4-amino-5-[4-(4-X-phenylsulfonyl)phenyl]-4H-1,2,4-triazole-3-thiols 1 (X=Cl, Br) is described. The newly synthesized compounds were characterized by elemental analysis IR, ~1H-NMR and ~(13)C-NMR data. These compounds were tested for their antimicrobial activities against Gram-negative bacteria: Escherichia coli ATCC 11775; Pseudomonas aeruginosa ATCC 9027 and Gram-positive bacteria: Staphylococcus aureus ATCC 12600; Bacillus subtilis ATCC 6633, by using disc-diffusion assay. The preliminary results of antimicrobial activities indicated that the tested compounds exhibited a moderate to low activity against tested strains.