3-(2-Chloro-4-nitrophenyl)-2-oxazolidinone → 3-(4-Amino-2-chlorophenyl)-2-oxazolidinone

HRID 903000Notes

Reaction equation

HRID 903000 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:15][CH2:14][O:13][C:12]1=[O:16].[H][H]>[Pd].O1CCCC1>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([N:11]2[CH2:15][CH2:14][O:13][C:12]2=[O:16])=[C:2]([Cl:1])[CH:7]=1

Participants

5

Reactant 2

HCID 233373183-(2-Chloro-4-nitrophenyl)-2-oxazolidinoneHCID 178418361HCID 178418361, compound

Product 1

HCID 233373153-(4-Amino-2-chlorophenyl)-2-oxazolidinone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 24.1 g of 1B and 0.5 g of 10% palladium-on-charcoal catalyst in 150 ml of tetrahydrofuran was treated with hydrogen in a Parr shaker. The mixture then was filtered to give 3-(4-amino-2-chlorophenyl)-2-oxazolidinone (1C) in solution in the tetrahydrofuran.

Workup

  1. filtrationThe mixture then was filtered

Sources & evidence

ORD record
ord-ab455c4b446048bcbcd3a6ddfc566da8
Source dataset
uspto-grants-1980_10
Patent number
US04226612

Reaction notes

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