Dimethyl-[2-(4-nitro-benzenesulfonyl)-ethyl]-amine → 4-((2-(Dimethylamino)ethyl)sulfonyl)aniline

HRID 2236706Notes

Reaction equation

HRID 2236706 reaction equation
[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][S:5]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1)(=[O:7])=[O:6]>C(O)C.[Pd]>[CH3:1][N:2]([CH3:17])[CH2:3][CH2:4][S:5]([C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)(=[O:7])=[O:6]

Participants

4

Reactant 1

HCID 68698682Dimethyl-[2-(4-nitro-benzenesulfonyl)-ethyl]-amine

Product 1

HCID 203368214-((2-(Dimethylamino)ethyl)sulfonyl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of dimethyl-[2-(4-nitro-benzenesulfonyl)-ethyl]-amine (0.39 mmol) in ethanol (15 mL) is hydrogenated for 90 minutes at atmospheric pressure over 10% Pd/C. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to give 4-(2-dimethylamino-ethanesulfonyl)-phenylamine as a white solid.

Workup

  1. filtrationThe mixture is filtered through a pad of diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b341f782ca484939a71b61f0a8df9eb6
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…