1,1'-Thiocarbonyldiimidazole → HCID 21197737, compound

Participants

Reaction Steps

A mixture of 2-amino-4,5-dichlorobenzenesulfonamide (10 g) and thiocarbonyldiimidazole (22 g) in dioxane (160 mL) was refluxed for 2-3 h. The solvent was removed by distillation under reduced pressure and the residue was dispersed in water (100 mL). The addition of an aqueous solution of NaOH (16 g/160 mL) gave a solution which, after cooling, abundantly precipitated the crystalline sodium salt of the title compound. The salt was collected by filtration and dissolved in a 1:2 mixture of methanol and water (300 mL), treated with charcoal, filtered, and the filtrate was adjusted to pH 2 with 12N HCl. The precipitate was collected by filtration, washed with water and dried (yield: 11.3 g); m.p.: 312-315° C.

Provenance & Evidence