3-Amino-6-chloro-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamide → 3-Amino-N-ethyl-2-hydroxy-N-methoxybenzenesulfonamide

HRID 2066033Notes

Reaction equation

HRID 2066033 reaction equation
[NH2:1][C:2]1[C:3]([OH:17])=[C:4]([S:9]([N:12]([O:15][CH3:16])[CH2:13][CH3:14])(=[O:11])=[O:10])[C:5](Cl)=[CH:6][CH:7]=1.[H][H]>CCO.[Pd]>[NH2:1][C:2]1[C:3]([OH:17])=[C:4]([S:9]([N:12]([CH2:13][CH3:14])[O:15][CH3:16])(=[O:10])=[O:11])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 866386363-Amino-6-chloro-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 866386403-Amino-N-ethyl-2-hydroxy-N-methoxybenzenesulfonamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A dispersion of 10% Pd/C (200 mg) in a solution of 3-amino-6-chloro-2-hydroxy-N-methoxy-N-ethyl-benzenesulfonamide (Int. FA step 2) (400 mg, 11.425 mmol) in EtOH (50 ml) was placed under a positive pressure of hydrogen at 0.5 bar above atmospheric pressure. After 5 hours, the catalyst was removed by filtration through Celite® (filter material), and the filtrate was reduced in vacuo. The resulting solid was used in the next step, without further purification.

Workup

  1. customthe catalyst was removed by filtration through Celite® (filter material)
  2. customThe resulting solid was used in the next step, without further purification

Sources & evidence

ORD record
ord-2960748975684aa098fa0f7c9db816ef
Source dataset
uspto-grants-2012_10
Patent number
US08288588B2

Reaction notes

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