1-Methyl-2-nitro-1H-imidazole-5-methanol → 1-Methyl-2-nitro-1H-imidazole-5-carboxaldehyde

HRID 1288033Notes

Reaction equation

HRID 1288033 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][OH:8])=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10]>O=[Mn]=O.C1C=CC=CC=1>[CH3:1][N:2]1[C:6]([CH:7]=[O:8])=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10]

Participants

4

Reactant 1

HCID 702921-Methyl-2-nitro-1H-imidazole-5-methanol

Product 1

HCID 1003901-Methyl-2-nitro-1H-imidazole-5-carboxaldehydeYield 40.5%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 241BenzeneSolvent

Procedure

To a solution of 0.15 g. of 1-methyl-2-nitro-5-hydroxymethylimidazole in 20 ml. of benzene, 0.33 g. of MnO2 is added and the reaction mixture is heated on the steambath for two hours. After filtration and evaporation to dryness under vacuum, the crude product is crystallized from ethyl acetate and 0.060 g. (40.5%) of 1-methyl-2-nitro-5-imidazolaldehyde is obtained.

Workup

  1. temperaturethe reaction mixture is heated on the steambath for two hours
  2. filtrationAfter filtration and evaporation to dryness under vacuum
  3. customthe crude product is crystallized from ethyl acetate and 0.060 g

Sources & evidence

ORD record
ord-1d6428a012c34a48b3530111ab69ec07
Source dataset
uspto-grants-1976_10
Patent number
US03987053

Reaction notes

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