Synthesis with Spectral analysis of some 2,5-Symmetrically substituted -1,3,4-thiadiazolidines(II) have been achieved through innovative route by the interaction of 1,6-diaryl/dialkyl-2,5-bithioureas(I) with iodine containing KI and NaOH. The interaction involved the oxidative cyclisation of the compound by elimination of hydrogen sulphide gas. The compound (II) thus prepared, were successfully acetylated by acetic anhydride and glacial acetic acid. The nitroso derivatives were also prepared from compound (II) and the structure of all these compounds were established on the basis of elemental analysis, IR and PMR spectral data.