Sodium sulfide nonahydrate → HCID 68460638, compound

A solution of N-tbutoxycarbonyl-2.5-dichloroamylamine 221 (1.75 g, 6.8 mmol) in MeOH (70 mL) was stirred at rt and sodium sulphide nonahydrate (3 g, 12.5 mmol) was added. The mixture was heated at reflux for 1 hour, when TLC indicated that starting material was still present. Further sodium sulphide nonahydrate (1.5 g, 6 mmol) was added and reflux was continued for 5 hours. The MeOH was evaporated and the residue partitioned between water (50 mL) and DCM (100 mL). The layers were separated and the DCM washed with water (20 mL), 0.25 M HCl (20 mL) and brine (20 mL) and dried over MgSO4. Evaporation of the solvents gave 222 as a pale yellow solid (1.48 g, quant.) which was used without further purification.

1. temperatureThe mixture was heated
2. temperatureat reflux for 1 hour
3. temperaturereflux
4. customThe MeOH was evaporated
5. customthe residue partitioned between water (50 mL) and DCM (100 mL)
6. customThe layers were separated
7. washthe DCM washed with water (20 mL), 0.25 M HCl (20 mL) and brine (20 mL)
8. dry with materialdried over MgSO4
9. customEvaporation of the solvents

ORD record

ord-4fb0306985474d91af7ead25ea80dad4

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07776867B2