Hydrochloric Acid → 3-(3-Hexylthio-1,2,5-thiadiazol-4-yl)-6-methylpyridine

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Reaction Steps

Sodium hydrogen sulfide monohydrate (0.33 g, 4.4 mmol) was added to a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)-6-methylpyridine (0.85 g, 4 mmol) in DMF (20 ml) at room temperature and the reaction mixture was stirred for 1 h. Potassium carbonate (1.65 g, 12 mmol) and 1-hexylbromide (0.99 g, 6 mmol) were added and the reaction mixture was stirred for additionally 24 h. 1N HCl was added and the reaction mixture was extracted once with ether. The aqueous phase was basilled with 50% NaOH and extracted with ether. The ether phases were dried and evaporated to give crude title compound.

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