HCID 19872486, compound → HCID 19872581, compound

HRID 477877Notes

Reaction equation

HRID 477877 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)(=[O:13])=[O:12])=[C:7]([N+:22]([O-])=O)[CH:6]=1)(=[O:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)(=[O:12])=[O:13])=[C:7]([NH2:22])[CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 19872486HCID 19872486, compound

Product 1

HCID 19872581HCID 19872581, compoundYield 106.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-acetylamino-2-nitro-N-(4-chlorophenyl)benzenesulfonamide (4.85 g) in ethyl acetate (485 ml) was added 10% palladium on carbon, and the mixture was hydrogenated at room temperature under atmospheric pressure for seven hours. The catalyst was removed by filtration and the solvent was evaporated under reduced pressure. The residue was triturated with diisopropyl ether and collected by filtration to give 4-acetylamino-2-amino-N-(4-chlorophenyl)benzenesulfonamide as colorless powder (4.76 g).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was triturated with diisopropyl ether
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-a362513f2b004dd38a5cd92f65124743
Source dataset
uspto-grants-1989_12
Patent number
US04889851

Reaction notes

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