Methanol → HCID 178498304, compound

HRID 1682196Notes

Reaction equation

HRID 1682196 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.OS(O)(=O)=O.[CH3:16]O>>[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:16])=[O:7])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 178418479HCID 178418479, compound

Product 1

HCID 178498304HCID 178498304, compound

Procedure

In 70 ml of MeOH was suspended 12.0 (0.086 mole) of 6-hydroxynicotinic acid followed by addition of 4 ml of concentrated H2SO4. The mixtrue was refluxed for 10 hours. After cooling, MeOH was distilled off and the residue was adjusted to pH about 8 with a saturated aqueous solution of sodium hydrogen carbonate. The precipitate was collected by filtration, rinsed (twice) with water and dried to give 10.5 g of methyl 6-hydroxynicotinate as pale yellow crystals. This product was in the pyridone structure.

Workup

  1. temperatureThe mixtrue was refluxed for 10 hours
  2. temperatureAfter cooling
  3. distillationMeOH was distilled off
  4. filtrationThe precipitate was collected by filtration
  5. washrinsed (twice) with water
  6. customdried

Sources & evidence

ORD record
ord-ba115551343745f1a45309c3c20dcb19
Source dataset
uspto-grants-1992_12
Patent number
US05175301

Reaction notes

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