Ammonia → 2-(Benzylsulfanyl)ethan-1-amine

To a suspension of 0.1 mole cysteamine hydrochloride in 20 mL methanol were added 13.6 mL of 25% ammonia solution, followed by dropwise addition of 0.12 mole benzyl bromide at room temperature. The mixture was stirred for 0.5 h, and the formed precipitate of S-dibenzylcysteamine was collected by filtration. The product was extracted with ether (3×100 mL) and the organic phase was successively washed with brine (2×100 mL), dried over MgSO4 and the solvent evaporated in vacuo. The crude product was essentially pure enough for the next step. It could, however be recrystallized from ethyl acetate. Yield 86%, of white solid. m.p. 85–6° C. NMR (CDCl3) in agreement with the title compound.

1. filtrationthe formed precipitate of S-dibenzylcysteamine was collected by filtration
2. extractionThe product was extracted with ether (3×100 mL)
3. washthe organic phase was successively washed with brine (2×100 mL)
4. dry with materialdried over MgSO4
5. customthe solvent evaporated in vacuo
6. customIt could, however be recrystallized from ethyl acetate

ORD-Eintrag

ord-40c021b30b0b44aeab08b6c10bded196

Quelldatensatz

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07084244B2