3-Nitro-N-(acetyl)benzenesulfonamide → N-(3-aminophenyl)sulfonylacetamide

HRID 1588039Notes

Reaction equation

HRID 1588039 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([NH:13][C:14](=[O:16])[CH3:15])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([S:10]([NH:13][C:14](=[O:16])[CH3:15])(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 189578003-Nitro-N-(acetyl)benzenesulfonamide

Product 1

HCID 504048N-(3-aminophenyl)sulfonylacetamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Nitro-N-(acetyl)benzenesulfonamide (452 mg) was dissolved in 40 ml of ethanol, treated with 10% palladium/carbon catalyst, and hydrogenated on a Parr apparatus at 30 psi for 15 minutes. The reaction mixture was filtered through Celite and concentrated to give 564 mg of a waxy solid. The title compound was obtained analytically pure after column chromatography on silica gel (chloroform-methanol, 9:1 v/v).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated
  3. customto give 564 mg of a waxy solid

Sources & evidence

ORD record
ord-d2785ea9e62d4de7beeaebf5d4e56748
Source dataset
uspto-grants-1993_06
Patent number
US05220018

Reaction notes

Loading…