(RS)-S-(2-methoxy-4-nitrophenyl)-S-methylsulfoximide → (4-Amino-2-methoxyphenyl)(imino)methyl-lambda6-sulfanone

HRID 1391472Notes

Reaction equation

HRID 1391472 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[S:12]([CH3:15])(=[NH:14])=[O:13]>C(O)C.[Pd]>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([S:12]([CH3:15])(=[NH:14])=[O:13])=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

4

Reactant 1

HCID 59674084(RS)-S-(2-methoxy-4-nitrophenyl)-S-methylsulfoximide

Product 1

HCID 59673984(4-Amino-2-methoxyphenyl)(imino)methyl-lambda6-sulfanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.5 g (6.5 mmol) of (RS)-S-(2-methoxy-4-nitrophenyl)-S-methylsulfoximide in 100 ml of ethanol is mixed with 300 mg of palladium on carbon (10%×50% H2O) and hydrogenated for 45 minutes at room temperature and normal pressure. The batch is filtered and concentrated by evaporation. 1.0 g (5.1 mmol, corresponding to 79% of theory) of the product is obtained.

Workup

  1. filtrationThe batch is filtered
  2. concentrationconcentrated by evaporation
  3. custom1.0 g (5.1 mmol, corresponding to 79% of theory) of the product is obtained

Sources & evidence

ORD record
ord-10d0171b68d346bbb3eb1d1be30e6a57
Source dataset
uspto-grants-2008_03
Patent number
US07338958B2

Reaction notes

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