2-[2-(4-Chloro-2-methoxy-phenyl)-ethenesulfonylamino]-5-methyl-benzenesulfonamide → 2-[2-(4-Chloro-2-methoxy-phenyl)-ethanesulfonylamino]-5-methyl-benzenesulfonamide

HRID 2283361Notes

Reaction equation

HRID 2283361 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=2[S:21]([NH2:24])(=[O:23])=[O:22])(=[O:12])=[O:11])=[C:4]([O:25][CH3:26])[CH:3]=1>[Pd].C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=2[S:21]([NH2:24])(=[O:22])=[O:23])(=[O:12])=[O:11])=[C:4]([O:25][CH3:26])[CH:3]=1

Participants

4

Reactant 1

HCID 687826342-[2-(4-Chloro-2-methoxy-phenyl)-ethenesulfonylamino]-5-methyl-benzenesulfonamide

Product 1

HCID 577508992-[2-(4-Chloro-2-methoxy-phenyl)-ethanesulfonylamino]-5-methyl-benzenesulfonamideYield 57%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Palladium on carbon (5 wt. %, 0.4 g) was added to a solution of 2-[2-(4-chloro-2-methoxy-phenyl)-ethenesulfonylamino]-5-methyl-benzenesulfonamide (0.55 g, 1.32 mmol) in ethyl acetate (20 mL) and the reaction mixture was shaken under a hydrogen atmosphere (30 psi) for 4 hours. The solution was filtered through a pad of Celite and concentrated under reduced pressure to give 0.31 g (57% yield) of the title compound.

Workup

  1. filtrationThe solution was filtered through a pad of Celite
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-86bc9aad9c994c8dad57d09ea67a5f1a
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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