3-Nitro-N-(2-propylsulfonyl)phenylcarboxamide → 3-Amino-N-(isopropylsulfonyl)benzamide

HRID 1588035Notes

Reaction equation

HRID 1588035 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]([NH:12][S:13]([CH:16]([CH3:18])[CH3:17])(=[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]([CH:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])=[O:11])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 233531523-Nitro-N-(2-propylsulfonyl)phenylcarboxamide

Product 1

HCID 189577783-Amino-N-(isopropylsulfonyl)benzamideYield 57.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Nitro-N-(2-propylsulfonyl)phenylcarboxamide (0.6 g) was dissolved in 30 ml of ethanol, treated with 300 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 (307 mg) as a solid.

Workup

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

Sources & evidence

ORD record
ord-4dfd9ea3f61f4ed9b2a31e111372e20e
Source dataset
uspto-grants-1993_06
Patent number
US05220018

Reaction notes

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