1-(Benzenesulfonyl)-4-nitropyrazole → 1-(phenylsulfonyl)-1H-pyrazol-4-amine

HRID 390052Notes

Reaction equation

HRID 390052 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]([S:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:11])=[O:10])[CH:8]=1)([O-])=O>CO.[Pd]>[C:12]1([S:9]([N:7]2[CH:8]=[C:4]([NH2:1])[CH:5]=[N:6]2)(=[O:10])=[O:11])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 1

HCID 8252811-(Benzenesulfonyl)-4-nitropyrazole

Product 1

HCID 582963261-(phenylsulfonyl)-1H-pyrazol-4-amineYield 81.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-nitro-1-(phenylsulfonyl)-1H-pyrazole (21.0 g, 82.9 mmol) in methanol (300 mL) was added Pd/C (10% wt, 4.0 g), and the mixture was stirred for 12 h at room temperature under a H2 atmosphere. After filtration, the filtrate was concentrated under reduced pressure. The resulting residue was washed with petroleum ether and dried to afford the product as a white solid (15.0 g, 81.1% yield).

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washThe resulting residue was washed with petroleum ether
  4. customdried

Sources & evidence

ORD record
ord-03d0722c1492497ab249f5c66e55b6e4
Source dataset
uspto-grants-2013_02
Patent number
US08383635B2

Reaction notes

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