Phosphorus oxychloride → HCID 53908445, compound

Participants

Reaction Steps

POCl3 (1600 mL, 17.2M) was added gradually to mechanically stirred solid 2-[[(dimethylamino)methylene]amino]-4-hydroxy-N-(1,1-dimethylethyl)-5-pyrimidinesulfonamide (363 g, 1.20M). An exotherm was noted. The thick slurry was heated to reflux for 15 minutes. Upon cooling, ethyl ether was added and the precipitate filtered off. The resulting solid was suspended in water and treated with NaHCO3 (solid) to pH ~7.5. After extraction with methylene chloride, drying (MgSO4), and concentration, a yellow solid was obtained. Trituration with ethyl ether afforded a light-yellow compound. Upon drying at 40° C. in vacuo for 16 hours the desired compound (333 g, yield 87.0%, m.p. 178°-182° C.) was obtained.

Provenance & Evidence