Water → HCID 19956155, compound

Participants

Reaction Conditions

Reaction Steps

Thionyl chloride (60 μl, 0.82 mmol) is added to 2-hydroxyisobutyric acid (82.9 mg, 0.796 mmol) in 5.0 ml of N,N-dimethylacetamide at -20°/-15° C. and the mixture is stirred at -15°/-10° C. for one hour. After adding 2-amino-5-(phenylcarbonyl)-1,3,4-thiadiazole (97.5 mg, 0.475 mmol) and equilibrating the reaction mixture to room temperature, it is stirred overnight. The reaction mixture is poured into 75 ml of water and subjected to extraction with 3×25 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate and filtered and the solvent is distilled off. The oil which remains is purified by flash chromatography (eluent: 33.% v/v ethyl acetate in petroleum ether (40/60)).

Provenance & Evidence