Ammonia → 2,6-Dimethylpyridin-4(1H)-one

HRID 2105263Notes

Reaction equation

HRID 2105263 reaction equation
[CH3:1][C:2]1O[C:4]([CH3:9])=[CH:5][C:6](=[O:8])[CH:7]=1.[NH3:10]>C(O)C>[CH3:1][C:2]1[NH:10][C:4]([CH3:9])=[CH:5][C:6](=[O:8])[CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 138622,6-Dimethyl-4-pyranone

Product 1

HCID 836092,6-Dimethylpyridin-4(1H)-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,6-dimethyl-pyran-4-one (ALDRICH, 7.44 g) in ethanol (40 ml) was added commercial 30% aqueous ammonia (140 ml). The mixture was heated to 140° C. in steel reactor for 8 h, then allowed to cool to room temperature overnight. The mixture was filtered and the ethanol removed under vacuum. The precipitate formed was isolated by filtration to afford a first crop of 1.9 g of the title compound. The filtrate was concentrated to dryness to afford a second crop of 5.2 g of the title compound, which were not further purified.

Workup

  1. filtrationThe mixture was filtered
  2. customthe ethanol removed under vacuum
  3. customThe precipitate formed
  4. customwas isolated by filtration

Sources & evidence

ORD record
ord-4a8f4d7b0edb4e39beb6fd4c99cc2ca8
Source dataset
uspto-grants-2009_08
Patent number
US07579353B2

Reaction notes

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