HCID 1475693, compound → 2-ethylthio-1-methylimidazole-5-carbaldehyde

HRID 2261365Notes

Reaction equation

HRID 2261365 reaction equation
[CH2:1]([S:3][C:4]1[N:5]([CH3:11])[C:6]([CH2:9][OH:10])=[CH:7][N:8]=1)[CH3:2]>O1CCOCC1.[O-2].[O-2].[Mn+4]>[CH2:1]([S:3][C:4]1[N:5]([CH3:11])[C:6]([CH:9]=[O:10])=[CH:7][N:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 1475693HCID 1475693, compound

Product 1

HCID 27633102-ethylthio-1-methylimidazole-5-carbaldehydeYield 94.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 312751,4-DioxaneSolvent

Procedure

5.50 g of (2-ethylthio-1-methylimidazol-5-yl)methanol was dissolved in 100 ml of 1,4-dioxane, and 24.34 g of manganese dioxide was then added. The mixture was stirred and heated under reflux for 7 hours. The reaction mixture was cooled to room temperature and then filtered through Celite®. The filtrate was concentrated under reduced pressure to obtain 5.13 g of 2-ethylthio-1-methylimidazole-5-carbaldehyde.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 7 hours
  3. filtrationfiltered through Celite®
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a469f03287e14c9f8f12f0e332c2e101
Source dataset
uspto-grants-2010_12
Patent number
US07846956B2

Reaction notes

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