5-(3-Methoxy-4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one → 5-(4-Amino-3-methoxyphenyl)-1,3,4-oxadiazol-2(3H)-one

HRID 722215

Reaction equation

HRID 722215 reaction equation
[H][H].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([C:14]2[O:18][C:17](=[O:19])[NH:16][N:15]=2)[CH:8]=[CH:9][C:10]=1[N+:11]([O-])=O>[Pd].C1COCC1>[NH2:11][C:10]1[CH:9]=[CH:8][C:7]([C:14]2[O:18][C:17](=[O:19])[NH:16][N:15]=2)=[CH:6][C:5]=1[O:4][CH3:3]

Participants

5

Reactant 2

HCID 218839065-(3-Methoxy-4-nitrophenyl)-1,3,4-oxadiazol-2(3H)-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 218838585-(4-Amino-3-methoxyphenyl)-1,3,4-oxadiazol-2(3H)-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Hydrogen was introduced under atmospheric pressure into the mixture of 550 mg of 5-(3-methoxy-4-nitrophenyl)-3H-[1,3,4]oxadiazol-2-one, 100 mg of Pd/C and 50 ml of THF up to the theoretical uptake. Afterwards, the catalyst was filtered off with suction and the mixture was concentrated to dryness under reduced pressure.

Workup

  1. filtrationAfterwards, the catalyst was filtered off with suction
  2. concentrationthe mixture was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-d939b21e53a944c3aa5ddfdff4b7cc5a
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Linked notes

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