HCID 18446119, compound → 497227-21-1

HRID 460502Notes

Reaction equation

HRID 460502 reaction equation
[CH3:1][C:2]1[C:3]([S:11]([CH3:14])(=[O:13])=[O:12])=[C:4]([N+:8]([O-])=O)[CH:5]=[CH:6][CH:7]=1>C(OCC)(=O)C.[Pd]>[CH3:1][C:2]1[C:3]([S:11]([CH3:14])(=[O:13])=[O:12])=[C:4]([CH:5]=[CH:6][CH:7]=1)[NH2:8]

Participants

4

Reactant 1

HCID 18446119HCID 18446119, compound

Product 1

HCID 18446118497227-21-1Yield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
45 °C

Procedure

A solution of 158 g (0.74 mol) of 3-methyl-2-methylsulfonylnitrobenzene in 1.5 l of ethyl acetate and 5 g of a catalyst comprising 10% by weight of palladium on carbon were introduced into a hydrogenation apparatus fitted with gas inlet tube. The hydrogenation apparatus was flushed twice with nitrogen. Hydrogen was then introduced, and the mixture was stirred at 45° C. for 48 hours. The reaction mixture was filtered off with suction through kieselguhr and the filtrate was concentrated under reduced pressure, giving 134 g (98% of theory) of 3-methyl-2-methylsulfonylaniline as an orange-yellow solid.

Workup

  1. additionwere introduced into a hydrogenation apparatus
  2. customfitted with gas inlet tube
  3. customThe hydrogenation apparatus was flushed twice with nitrogen
  4. additionHydrogen was then introduced
  5. filtrationThe reaction mixture was filtered off with suction through kieselguhr
  6. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-75992a433e8d4997b583b51479c815b4
Source dataset
uspto-grants-2007_03
Patent number
US07196229B2

Reaction notes

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