AbstractStarting from readily available ethyl‐4‐nitropyrrole‐2‐carboxylate (1), substituted 1‐methyl‐2‐(1,3,4‐thiadiazol‐2‐yl)‐4‐nitropyrroles and 1‐methyl‐2‐(1,3,4‐oxadiazol‐2‐yl)‐4‐nitropyrroles were prepared. The reaction of1with diazomethane gave ethyl 1‐methyl‐4‐nitropyrrole‐2‐carboxylate (2). Reaction of compound2with hydrazine hydrate afforded the corresponding hydrazide3. The reaction of3with formic acid yielded 1‐(1‐methyl‐4‐nitropyrrole‐2‐carboxyl)‐2‐(formyl)hydrazine (7). Refluxing of the latter with phosphorus pentasulfide in xylene yielded compound6in 40% yield. Reaction of compound7with phosphorus pentoxide afforded compound9. Reaction of compound3with 1,1′‐carboxyldiimidazole in the presence of triethylamine yielded 2‐(1‐methyl‐4‐nitro‐2‐pyrrolyl)‐1,3,4‐oxadiazoline‐4(H)‐5‐one (11). Refluxing compound3with cyanogen bromide in methanol gave compound12. Compound13could be obtained through the reaction of compound3with carbon disulfide in basic medium. Alkylation of compound13afforded the correspanding alkylthio derivative14. Reaction of 1‐methyl‐4‐nitropyrrole‐2‐carboxylic acid (15) with thiosemicarbazide and phosphorus oxychloride gave 2‐amino‐5‐(1‐methyl‐4‐nitro‐2‐pyrrolyl)‐1,3,4‐thiadiazole (16). Sandmeyer reaction of compound16yielded 2‐chloro‐5‐(1‐methyl‐4‐nitro‐2‐pyrrolyl)‐1,3,4‐thiadiazole (17). Refluxing of the latter with thiourea afforded 2‐(1‐methyl‐4‐nitro‐2‐pyrrolyl)‐1,3,4‐thiadiazoline‐4(H)‐5‐thione (18). Alkylation of compound18gave the corresponding al