Methanol → 6-(Methoxycarbonyl)pyridine-2-carboxylic acid

HRID 980130

Reaction equation

HRID 980130 reaction equation
[N+:1]1([O-])[C:2]([C:10]([OH:12])=[O:11])=[CH:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=[O:8].S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:9][C:7]([C:6]1[N:1]=[C:2]([C:10]([OH:12])=[O:11])[CH:3]=[CH:4][CH:5]=1)=[O:8]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 851792,6-Pyridinedicarboxylic acid, 1-oxide

Product 1

HCID 40191726-(Methoxycarbonyl)pyridine-2-carboxylic acid

Procedure

40 g of the pyridine-2,6-dicarboxylic acid N-oxide was dissolved in 100 ml of methanol. 5 ml of sulfuric acid was added to the solution. The admixture was then heated under reflux for 2 hours and allowed, to cool so that crystals were deposited. The crystals thus deposited were filtered to obtain 28 g of 6-methoxycarbonylpyridine-2-carboxylic acid.

Workup

  1. temperatureThe admixture was then heated
  2. temperatureunder reflux for 2 hours
  3. temperatureto cool so that crystals
  4. filtrationThe crystals thus deposited were filtered

Sources & evidence

ORD record
ord-9d7fec5c60514ea085ebc787b0ee6e21
Source dataset
uspto-grants-1987_01
Patent number
US04636462

Linked notes

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