Phosphorus pentachloride → HCID 19860404, compound

Participants

Reaction Steps

N-(1,1-Dimethylethyl)-4-hydroxy-2-(methylthio)-5-pyrimidinesulfonamide (5.0 g, 18.05 mmol) and finely ground PCl5 (3.95 g, 18.95 mmol, 1.05 eq) were mixed as dry solids. Enough POCl3 was added to make a slurry (7 mL) and the mixture was warmed. The mixture loosened, turned more yellow, evolved a gas, and became homogeneous over a 10 minute period. The reaction was cooled to ambient temperature, diluted with methylene chloride and toluene and evaporated to dryness in vacuo to yield a pale yellow solid. The crude solid was crystallized from ethanol and water to give 3.8 g (12.86 mmoles, 71%) of pure product, m.p. 117°-118° C. as a white solid.

Provenance & Evidence