4-Hydroxy-1-[(4-nitrophenyl)methyl]-1H-imidazole-5-carboxamide → HCID 25029752, compound

HRID 2192675Notes

Reaction equation

HRID 2192675 reaction equation
[N+:1]([C:4]1[CH:19]=[CH:18][C:7]([CH2:8][N:9]2[C:13]([C:14]([NH2:16])=[O:15])=[C:12]([OH:17])[N:11]=[CH:10]2)=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:13]([C:14]([NH2:16])=[O:15])=[C:12]([OH:17])[N:11]=[CH:10]2)=[CH:18][CH:19]=1

Participants

4

Reactant 1

HCID 132716304-Hydroxy-1-[(4-nitrophenyl)methyl]-1H-imidazole-5-carboxamide

Product 1

HCID 25029752HCID 25029752, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1 g (3.81 mmol) of 3-(4-nitrobenzyl)-5-hydroxy-3H-imidazole-4-carboxamide is placed in 30 ml of methanol with 100 mg of palladium-on-charcoal (51% water) in a hydrogenation flask. The medium is flushed with argon and then with hydrogen for 30 minutes with stirring. The medium is again flushed with argon and the catalyst is filtered off by suction. The solvent is evaporated off to give 0.710 g of a yellowish-white solid.

Workup

  1. customThe medium is flushed with argon
  2. customThe medium is again flushed with argon
  3. filtrationthe catalyst is filtered off by suction
  4. customThe solvent is evaporated off

Sources & evidence

ORD record
ord-362111cbfca34f509533bcafde831ac4
Source dataset
uspto-grants-2012_12
Patent number
US08329738B2

Reaction notes

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