4-amino-1-benzyl-3-nitro-1H-pyridin-2-one → 3,4-diamino-1-benzyl-1H-pyridin-2-one

HRID 2214449Notes

Reaction equation

HRID 2214449 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:4](=[O:15])[C:3]=1[N+:16]([O-])=O>O1CCCC1.[Pt]=O>[CH2:8]([N:5]1[CH:6]=[CH:7][C:2]([NH2:1])=[C:3]([NH2:16])[C:4]1=[O:15])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 219476414-amino-1-benzyl-3-nitro-1H-pyridin-2-one

Product 1

HCID 219476293,4-diamino-1-benzyl-1H-pyridin-2-one

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

3.9 g (15.9 mmol) of 4-amino-1-benzyl-3-nitro-pyridin-2-one, dissolved in 250 ml of tetrahydrofuran, were hydrogenated over platinum oxide at 50 psi of H2 pressure and at ambient temperature. After the catalyst had been filtered off the filtrate was concentrated by evaporation and the residue was further processed in crude form.

Workup

  1. filtrationAfter the catalyst had been filtered off the filtrate
  2. concentrationwas concentrated by evaporation

Sources & evidence

ORD record
ord-f674d1a0772a4efb9347181944e7969b
Source dataset
uspto-grants-2006_09
Patent number
US07109192B2

Reaction notes

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