1-(Methylsulphonylaminocarbonyl)-3-nitrobenzene → 1-(Methylsulphonylaminocarbonyl)-3-aminobenzene

HRID 1588033Notes

Reaction equation

HRID 1588033 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[O:11])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 196035271-(Methylsulphonylaminocarbonyl)-3-nitrobenzene

Product 1

HCID 212017011-(Methylsulphonylaminocarbonyl)-3-aminobenzeneYield 78.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Nitro-N-(methanesulfonyl)phenylcarboxamide (1.6 g) was dissolved in 50 ml of ethanol, treated with 510 mg of 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 the title compound (1.1 g) as a white solid.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-82c4bf63241142d49f5adee5b6a3311a
Source dataset
uspto-grants-1993_06
Patent number
US05220018

Reaction notes

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