4-(Methanesulfonyl)-3-nitrobenzoic acid → 3-Amino-4-methylsulfonylbenzoic acid

HRID 1385035Notes

Reaction equation

HRID 1385035 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[S:13]([CH3:16])(=[O:15])=[O:14])[C:7]([OH:9])=[O:8])([O-])=O.[H][H]>[Ni].CO>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[S:13]([CH3:16])(=[O:15])=[O:14])[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 27238714-(Methanesulfonyl)-3-nitrobenzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 227288903-Amino-4-methylsulfonylbenzoic acid

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

0.447 mol of 3-nitro-4-methylsulfonylbenzoic acid was reduced with hydrogen by employing 100 g of Raney nickel in 2.5 l of methanol. The mixture was then heated to reflux and filtered off hot with suction. The filtrate was concentrated.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureto reflux
  3. filtrationfiltered off hot with suction
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-d021487c37664994ae4f0fac6f40a452
Source dataset
uspto-grants-2001_07
Patent number
US06262074B1

Reaction notes

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