Potassium Carbonate → HCID 137231112, compound

Participants

Reaction Steps

A suspension of 1-[5-(3-pyridyl)-1,3,4-thiadiazol-2-yl]ethanone (1.0 g, 4.68 mmol, prepared according to WO 2010/006713) in 50 ml EtOH was treated with hydroxylamine hydrochloride (0.345 g, 4.91 mmol) and potassium carbonate (0.686 g, 4.91 mmol), and stirred at room temperature, monitored by LCMS and TLC. After 3 hours, the mixture was concentrated in vacuo to approximately 10 ml. Addition of saturated ammonium chloride gave a precipitate which was filtered, and washed successively with water, isopropanol, and tertiary-butyl methyl ether. This yielded 1-[5-(3-pyridyl)-1,3,4-thiadiazol-2-yl]ethanone oxime (577 mg, 51%) as a 5:1 mixture of isomers.

Provenance & Evidence