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AIM The aim of this present work was to design and establish an efficient synthesis of new thienyl pyrazolo[1,5-a] pyrimidines using enviormental friendly reaction solvent. Further, the newly synthesized compounds were evaluated for antimicrobial activity. MATERIALS AND METHOD A series of thienyl pyrazolo[1,5-a] pyrimidines have been synthesized by the condensation reaction of 4-(4'-chloro-phenylazo)-5-amino pyrazole with α, β- unsaturated carbonyl composites (chalcones) using NaOH in polyethylene glycol-400 as green reaction solvent. The dissemination technique recommended by the National Clinical Laboratory Standards Committee was used to study the antimicrobial activities of synthesized compounds. RESULTS AND DISCUSSION Polyethylene glycol-400 prompted an efficient synthesis of thienyl pyrazolo[1,5-a] pyrimidines has been discussed. By using PEG-400 as green reaction solvent, excellent yields of the proucts were obtained in shorter reaction reaction time. Reaction solvent was recovered and reused without loss of its activity. The synthesized compounds have shown interesting antibacterial activity. Hydroxyl and halo substitution with thienyl moiety emerged as active antibacterial and antifungal study. CONCLUSION The advantage of this methodology incorporates the green method, excellent yields, easy workup, avoidance of toxic solvents and expensive catalyst. The new dimension pyrazolo[1,5-a] pyrimidine derivatives with thienyl moiety exhibit promising anti-microbial activity.