HCID 89525275, compound → 3-Amino-2-hydroxy-N,N-dimethylbenzene-1-sulfonamide

HRID 1528181Notes

Reaction equation

HRID 1528181 reaction equation
[OH:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[S:11]([N:14]([CH3:16])[CH3:15])(=[O:13])=[O:12]>[Pd].CO.O1CCCC1>[NH2:8][C:7]1[C:2]([OH:1])=[C:3]([S:11]([N:14]([CH3:15])[CH3:16])(=[O:13])=[O:12])[CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 1

HCID 89525275HCID 89525275, compound

Product 1

HCID 207957463-Amino-2-hydroxy-N,N-dimethylbenzene-1-sulfonamideYield 106%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

104 mg (10% by weight) of palladium on carbon at 10% were added to a solution of 1.01 g (4.10 mmol) of 2-hydroxy-N,N-dimethyl-3-nitrobenzenesulfonamide in 20 ml of methanol and 20 ml of tetrahydrofuran. The reaction medium was stirred under a hydrogen atmosphere for 17 hours. The reaction medium was filtered through celite and was concentrated. 0.94 g of product was obtained in the form of a brown solid. Quantitative yield.

Workup

  1. filtrationThe reaction medium was filtered through celite
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-58205e6e81fc4104877f35bacd7e3aca
Source dataset
uspto-grants-2015_07
Patent number
US09090596B2

Reaction notes

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