HCID 178418361, compound → HCID 178507464, compound

HRID 1715246Notes

Reaction equation

HRID 1715246 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:14][C:13]([OH:15])=[N:12][N:11]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[O:14][C:13]([OH:15])=[N:12][N:11]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178526565HCID 178526565, compound

Product 1

HCID 178507464HCID 178507464, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a flask, is dissolved 5-(4-nitrophenyl)-1,3,4-oxadiazol-2-ol (4.50 g; 21.72 mmol; 1 eq.) in MeOH (150 ml) under inert atmosphere. Palladium 10% on charcoal (2.31 g; 2.17 mmol; 0.10 eq.) is added and the reaction mixture is stirred 5 minutes at rt. The mixture is then put under atmospheric pressure of hydrogen. The reaction is completed after 2 hours. The mixture is filtrated on celite and rinced with MeOH. The solvents are evaporated under vacuo, affording 5-(4-aminophenyl)-1,3,4-oxadiazol-2-ol as a white powder (2.34 g; 61%).

Workup

  1. waitThe reaction is completed after 2 hours
  2. filtrationThe mixture is filtrated on celite
  3. customThe solvents are evaporated under vacuo

Sources & evidence

ORD record
ord-6bfc280884804272b8ba139cfdec2dd9
Source dataset
uspto-grants-2010_09
Patent number
US07799814B2

Reaction notes

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