1-(1,1-Dimethylethylsulphonylaminocarbonyl)-3-nitrobenzene → 1-(1,1-Dimethylethylsulphonylaminocarbonyl)-3-aminobenzene

HRID 2379350Notes

Reaction equation

HRID 2379350 reaction equation
[CH3:1][C:2]([CH3:19])([S:4]([NH:7][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=1)=[O:9])(=[O:6])=[O:5])[CH3:3]>[Pd].O.C(O)C>[CH3:3][C:2]([CH3:19])([S:4]([NH:7][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH2:16])[CH:11]=1)=[O:9])(=[O:6])=[O:5])[CH3:1]

Participants

5

Reactant 1

HCID 189577801-(1,1-Dimethylethylsulphonylaminocarbonyl)-3-nitrobenzene

Product 1

HCID 189577571-(1,1-Dimethylethylsulphonylaminocarbonyl)-3-aminobenzeneYield 99.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In the same way as that described in Example 11, Step 2, using 1-(1,1-dimethylethylsulphonylaminocarbonyl)-3-nitrobenzene (0.36 g, 1.26 mmol), 10% palladium on carbon (0.1 g, 28% (w/w)) in water (2 ml) and ethanol (25 ml), the title compound (0.32 g, 99%) was afforded as a colourless solid. mp 150° C. (dec.). 1H NMR (360MHz, D6-DMSO) δ 1.30 (9H, s), 4.99 (2H, brs), 6.56-6.63 (1H, m), 6.97 (1H, t, J=7.7 Hz), 7.13-7.25 (2H, m).

Sources & evidence

ORD record
ord-2f02b42b90324c6685ffd6c135e32fc6
Source dataset
uspto-grants-1994_11
Patent number
US05360802

Reaction notes

Loading…