Dimethylformamide → HCID 20033726, compound

Participants

Reaction Steps

The potassium salt of 5-[4-cyano-2-fluorophenylthio]thiophene-2-sulfonic acid (11.70 g, 33.12 mmol) was suspended in ethyl acetate and oxalyl chloride (8.41 g, 66.23 mmol) then cooled to -50° C., DMF (1.21 g, 16.56 mmol) was added dropwise and stirring at room temperature was continued overnight. The mixture was then cautiously diluted with 150 ml of brine. After washing the organic layer with H2O, 50 ml of concentrated NH4OH was added and the mixture was stirred for 2 hours. The solution was made acidic with HCl and diluted with water. The layers were separated and the organic phase was dried over MgSO4, filtered and concentrated to dryness to give 4.83 g of solid.

Provenance & Evidence