N-(2-methoxy-4-nitrophenyl)methanesulfonamide → N-(4-amino-2-methoxyphenyl)methanesulfonamide

HRID 19979

Reaction equation

HRID 19979 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[NH:12][S:13]([CH3:16])(=[O:15])=[O:14]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([NH2:9])[CH:6]=[CH:5][C:4]=1[NH:12][S:13]([CH3:16])(=[O:15])=[O:14]

Participants

4

Reactant 1

HCID 3298129N-(2-methoxy-4-nitrophenyl)methanesulfonamide

Product 1

HCID 12254686N-(4-amino-2-methoxyphenyl)methanesulfonamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-methoxy-4-nitro-methanesulfonylaminobenzene (1 g) in methanol (20 ml) containing palladium on carbon (10%, 100 mg) was stirred at RT under hydrogen for 48 h. The mixture was filtered through celite then evaporated to give 2-methoxy-4-amino-methanesulfonylaminobenzene as a brown gum. This was used without purification in the following reaction.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthen evaporated

Sources & evidence

ORD record
ord-b1e54b3518a942d8962e71b836721636
Source dataset
uspto-grants-2010_06
Patent number
US07745490B2

Linked notes

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