Ethanol → Benzenesulfonamide, 4-amino-N-[2-(4-morpholinyl)ethyl]-

N-(2-Morpholin-4-yl-ethyl)-4-nitro-benzenesulfonamide (0.14 g, 0.45 mmol) was suspended in a 5:1 mixture of ethanol and water (3 ml). To this solution was added iron powder (0.13 g, 2.25 mmol) followed by saturated ammonium chloride solution (0.1 ml) and the mixture was stirred at room temperature for 18 hours. After this time, the reaction mixture was filtered through a pad of celite, the celite was washed with ethanol (10 ml) and ethyl acetate (50 ml) and the solution was concentrated under vacuum. The resulting residue was partitioned between DCM (50 ml) and water (20 ml), the organic layer was separated, dried with MgSO4, filtered and concentrated to afford the title compound (0.1 g, 78% yield) as a brown solid. Tr=0.35 min, m/z (ES+) (M+H)+ 285.

1. filtrationAfter this time, the reaction mixture was filtered through a pad of celite
2. washthe celite was washed with ethanol (10 ml) and ethyl acetate (50 ml)
3. concentrationthe solution was concentrated under vacuum
4. customThe resulting residue was partitioned between DCM (50 ml) and water (20 ml)
5. customthe organic layer was separated
6. dry with materialdried with MgSO4
7. filtrationfiltered
8. concentrationconcentrated

ORD-Eintrag

ord-4ac684ae0b794e45a27c19eac27c0c9e

Quelldatensatz

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08946197B2