2-Hydroxy-5-nitrobenzonitrile → 5-Amino-2-hydroxybenzonitrile

HRID 898525Notes

Reaction equation

HRID 898525 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][C:3]=1[C:4]#[N:5]>CCOC(C)=O.[Pd]>[NH2:10][C:7]1[CH:8]=[CH:9][C:2]([OH:1])=[C:3]([CH:6]=1)[C:4]#[N:5]

Participants

4

Reactant 1

HCID 111163772-Hydroxy-5-nitrobenzonitrile

Product 1

HCID 8177195-Amino-2-hydroxybenzonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4.50 g (27.00 mmol) of 2-hydroxy-5-nitro-benzonitrile was added to a suspension of 0.45 g Pd/C (10%) in 45 mL EtOAc and the mixture was hydrogenated for 1.5 hours under 3 bar H2atmosphere. The catalyst was filtered off and the residue dried i. vac.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe residue dried i

Sources & evidence

ORD record
ord-826aa6b6a806481f8e8f446770a26329
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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