HCID 610345, compound → 3-(4-aminophenyl)-1,3-oxazolidin-2-one

HRID 2280342Notes

Reaction equation

HRID 2280342 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:14][CH2:13][O:12][C:11]2=[O:15])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 610345HCID 610345, compound

Product 1

HCID 179408413-(4-aminophenyl)-1,3-oxazolidin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(4-nitrophenyl)oxazolidin-2-one (800 mg, 3.8 mmol) in MeOH (10 mL) was added Pd/C (10%, 200 mg). After having been degassed and recharged with hydrogen from a balloon, the mixture was stirred at rt for 15 h. TLC showed no starting material existed. The solid Pd/C was separated by filtration and the crude product 3-(4-aminophenyl)oxazolidin-2-one was obtained by evaporation as a yellow solid (622 mg, yield 90%) and used directly for the next step.

Workup

  1. customAfter having been degassed
  2. customThe solid Pd/C was separated by filtration

Sources & evidence

ORD record
ord-b9cac0456c5f415186478ce70dfd42e1
Source dataset
uspto-grants-2015_09
Patent number
US09138427B2

Reaction notes

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