A facile synthetic protocol has been established for the Nchlorosuccinimide (NCS) promoted direct CÀ H thiocyanation of 1-aryl-5-pyrazolones via in situ-generated electrophilic thiocyanating agent at room temperature. The current protocol features easy performance, mild conditions and short reaction time using readily available starting materials. The DFT studies suggested that ionic process is likely to be involved in this transformation yielding the targeted product with the most stable enaminone form as the favoured tautomer.