Alkylation of dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate with 2-chloromethylthiirane gave dimethyl 2-bromo-1-(thietan-3-yl)-1H-imidazole-4,5-dicarboxylate which was oxidized to dimethyl 2-bromo-1-(1-oxo-λ 4 -thietan-3-yl)-and 2-bromo-1-(1,1-dioxo-λ 6 -thietan-3-yl)-1H-imidazole-4,5-dicarboxylates. Reactions of the resulting thietanyl-substituted imidazoledicarboxylates with hydrazine afforded 2-bromo-1-(thietan-3-yl)-, 2-bromo-1-(1-oxo-λ 4 -thietan-3-yl)-, and 2-bromo-1-(1,1-dioxo-λ 6 -thietan-3-yl)-1H-imidazole-4,5-dicarbohydrazides and the corresponding 1-(thietanyl)-substituted 2-bromoimidazo[4,5-d]pyridazine-4,7(5H,6H)diones. n = 1 (b), 2 (c).

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