The reaction of readily available 1 -methyl-4-nitropyrrole-2- carboxylic acid (1)
with thionyl chloride afforded the corresponding acyl chloride 2. The reaction of
compound 2 with thiosemicarbazides yielded 1-(1 -methyl-4-nitrop yrrole-2-carbony1)-
thiosemicarbazides (3) which cyclized in basic medium to 5-(1-methyl-4-nitropyrrole-
2-y1)-2,4-dihydro-3H- l,2,4-triazole-3- thione 4. Alkylation and subsequent oxidation
of 4 gave 6. The antibacterial and antifungal activities of 6a to 6f against a number
of microorganisms were determined. Only compounds 6b and 6c had moderate
activity against Aspergilus niger