Phosphorus pentachloride → 3-Azidopropane-1-sulfonyl chloride

3-Azidopropanesulfonic acid, sodium salt 5 (1.87 g, 10.0 mmol) was suspended in dry benzene (20 mL), and PCl5 (2.3 g, 10.5 mmol) was added to the suspension. The mixture was stirred at room temperature for 30 minutes, then at gentle reflux for about 1 hour. The benzene and P(O)Cl3 were removed by evaporation under reduced pressure. Benzene was added to the crude mixture and the solvent was removed again under reduced pressure. The residue was dried in vacuo. The dried residue was dissolved in dichloromethane (anhydrous, 15 mL) and cooled at −10° C. using an ice/acetone bath.

1. temperatureat gentle reflux for about 1 hour
2. customThe benzene and P(O)Cl3 were removed by evaporation under reduced pressure
3. additionBenzene was added to the crude mixture
4. customthe solvent was removed again under reduced pressure
5. customThe residue was dried in vacuo
6. dissolutionThe dried residue was dissolved in dichloromethane (anhydrous, 15 mL)
7. temperaturecooled at −10° C.

ORD record

ord-ddb9760233e0443a99dec0afc31a7ac8

Source dataset

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08642801B2