Synthesis and Antimicrobial activity of Some 1, 3, 4- Oxadiazoles-2-thione and 1, 2, 4-Triazoles Derivatives from Tert-Butyl Carbazate

Tert-butyl carbazate (1) reacted with ammonium thiocyanate and phenyl isothiocyanate to afford the corresponding 5-tert-butoxy-4H-1, 2, 4-triazole-3-thiol (3) 5-tert-butoxy-4-phenyl-2H1, 2, 4-triazole-3(4H)-thione 5 respectively. Compound (1) also reacted with carbon disulfide and potassium hydroxide to afford 5-tert-butoxy-1, 3, 4-oxadiazole-2(3H)-thione 6. Treatment of 6 with methyl iodide, 2, 3, 4, 6-tetra-O-acetyl-â-D-glucopyranosyl bromide and hydrazine hydrate to give the corresponding compounds (7, 8, 10) respectively. Reaction of 8 with ammonia gave the corresponding 9. Treatment compound 10 with 2-bromo-1-phenylethanone to give the corresponding 11. All new compounds were characterized by 1HNMR, IR Spectroscopy and elemental analysis. The biological activity of the prepared compounds was also described.