Ethanol → HCID 178469038, compound

HRID 249730Notes

Reaction equation

HRID 249730 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[N:10]=1)[C:5]([OH:7])=[O:6].OS(O)(=O)=O.[CH2:17](O)[CH3:18]>C([O-])(O)=O.[Na+]>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[N:10]=1)[C:5]([O:7][CH2:17][CH3:18])=[O:6]

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 1784272446-Methyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid

Product 1

HCID 178469038HCID 178469038, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

20.0 g (130.6 mmol) of 2-hydroxy-6-methylisonicotinic acid were dissolved in 200 ml of ethanol and treated with 20 ml of concentrated H2SO4. After the reaction mixture had been refluxed for two hours, it was freed from the solvent. The residue was taken up in saturated NaHCO3 solution and extracted three times with DCM. The combined organic phases were dried with Na2SO4 and concentrated, 20.1 g of the title compound being isolated.

Workup

  1. temperatureAfter the reaction mixture had been refluxed for two hours
  2. extractionextracted three times with DCM
  3. dry with materialThe combined organic phases were dried with Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-1689bbf0d5984fc699c285d9a9a10ff0
Source dataset
uspto-grants-2011_01
Patent number
US07863269B2

Reaction notes

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