Novel 1H‐pyrazole analogues were generated in high yields via the cyclocondensation of chalcone derivatives with p‐toluene sulfonyl hydrazine, utilizing K2CO3 and iodine as catalysts under heat for 2 h. A straightforward and effective manner was carried out for the creation of substituted pyrazoles or triazolopyrimidines via tandem methods containing aryl sulfonyl/benzoyl chloride and 1H‐pyrazole derivatives, or chalcones and 5‐aminotriazole, with catalytic amounts of K2CO3 or KOH, respectively. By researching with different solvents and catalysts, the reaction conditions for this technique were improved, resulting in good to excellent yields of the intended products 4aa‐cb and 6A‐d. This method is observed for its enhanced yields and environmental friendliness. The structures of the novel molecules have been verified by spectroscopic and elemental analysis techniques. The novel targets were validated versus various pathogenic and fungal strains. Contrasting the new series of products to reference drugs, pyrazole derivative 2b were the strongest antimicrobial actions, with MIC values varying from 0.98–19.45 µM.