In a multistep reaction, N -substituted-5′-amino-4′-cyano-1,3-dioxo-1,3-dihydro-spiro[indene-2,3′-pyrazole]-2′(1H) car bothioamides (63-71 %) and 4-substituted-3-thioxo-3H -indeno[1,2-e][1,2,4] triazin-9(4H)-ones (17-26 %) have been formed, from a series of 4-substituted thiosemicarbazides 1a-f with (1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile 3 in aerated ethyl acetate. Rationales of these conversions involving the nucleophilic reactions and condensation are presented.