(RS)-S-(4-nitrophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide → (RS)-S-(4-aminophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide

HRID 238138Notes

Reaction equation

HRID 238138 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:17])(=[N:12][C:13](=[O:16])[NH:14][CH3:15])=[O:11])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:17])(=[N:12][C:13](=[O:16])[NH:14][CH3:15])=[O:11])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 59550870(RS)-S-(4-nitrophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide

Product 1

HCID 59550841(RS)-S-(4-aminophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

302 mg (1.17 mmol) (RS)—S-(4-nitrophenyl)-N-(methylcarbamoyl)-S-methylsulfoximide in 20 ml methanol is hydrogenated over 60 mg palladium (10% on carbon, 50% water wet) for 4 hours at 26° C. and 30 bar. The catalyst is filtered and the solvent evaporated to give 271 mg (corresponding to 100% of theor.) of the product.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe solvent evaporated
  3. customto give 271 mg (corresponding to 100% of theor.) of the product

Sources & evidence

ORD record
ord-960c30a9466b4919ad90f83963fd98bf
Source dataset
uspto-grants-2014_02
Patent number
US08642611B2

Reaction notes

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