Phosphorus oxychloride → Pyridine-3-sulfonyl chloride hydrochloride

Temperature

130 °C

A mixture of 3-pyridinesulfonic acid (10.0 g), phosphorous pentachloride (13.1 g) and phosphoryl chloride (10.0 ml) was stirred at 130° C. for 3.5 hours. The solution was evaporated and diluted with acetone. The solution was evaporated and poured into water (200 ml) and isopropyl ether (400 ml). The organic layer was separated, washed with brine twice, saturated sodium bicarbonate aqueous solution and brine and dried over magnesium sulfate. The solution was evaporated, covered with hexane (20 ml) and added hydrogen chloride in ethyl acetate (4N, 20 ml) dropwise with stirring. The resulting solid was collected by filtration and dried to give 3-pyridinesulfonyl chloride hydrochloride (9.49 g).

1. customThe solution was evaporated
2. additiondiluted with acetone
3. customThe solution was evaporated
4. additionpoured into water (200 ml) and isopropyl ether (400 ml)
5. customThe organic layer was separated
6. washwashed with brine twice
7. dry with materialsaturated sodium bicarbonate aqueous solution and brine and dried over magnesium sulfate
8. customThe solution was evaporated
9. additionadded hydrogen chloride in ethyl acetate (4N, 20 ml) dropwise
10. stirringwith stirring
11. filtrationThe resulting solid was collected by filtration
12. customdried

ORD record

ord-65af2298f85449fc85c1eb1281775b83

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07928264B2