Methanol → HCID 53912779, compound

HRID 2258304Notes

Reaction equation

HRID 2258304 reaction equation
[Na].[CH3:2][O:3][C:4]1[C:5]([CH3:14])=[N+:6]([O-:13])[C:7]([N+]([O-])=O)=[CH:8][CH:9]=1.[CH3:15][OH:16]>>[CH3:2][O:3][C:4]1[C:5]([CH3:14])=[N+:6]([O-:13])[C:7]([O:16][CH3:15])=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 14658700HCID 14658700, compound

Product 1

HCID 53912779HCID 53912779, compound

Procedure

1.15 g (50 mmol) of sodium were dissolved in 100 ml of anhydrous methanol, and after that 7.4 g (40 mmol) of 3-methoxy-2-methyl-6-nitropyridine N-oxide were added at 20° C. and while stirring. The mixture was then heated to reflux for 3 h and, after having been cooled down, concentrated in vacuo; the residue was taken up in water and this mixture was extracted with dichloromethane; the organic phase was dried and concentrated and the residue was crystallized using diisopropyl ether. 7 g of product were obtained, m.p. 63°-65° C.

Workup

  1. temperatureThe mixture was then heated
  2. temperatureto reflux for 3 h
  3. temperatureafter having been cooled down
  4. concentrationconcentrated in vacuo
  5. extractionthis mixture was extracted with dichloromethane
  6. customthe organic phase was dried
  7. concentrationconcentrated
  8. customthe residue was crystallized

Sources & evidence

ORD record
ord-2d070380a5984f9f8f32f238d653826b
Source dataset
uspto-grants-1997_08
Patent number
US05658933

Reaction notes

Loading…