Sulfuric Acid → 5-Acetyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide

HRID 231878Notes

Reaction equation

HRID 231878 reaction equation
S(=O)(=O)(O)[OH:2].[C:6]([C:9]1[CH:10]=[C:11]([C:17]#[N:18])[C:12](=[O:16])[NH:13][C:14]=1[CH3:15])(=[O:8])[CH3:7]>>[C:6]([C:9]1[CH:10]=[C:11]([C:17]([NH2:18])=[O:2])[C:12](=[O:16])[NH:13][C:14]=1[CH3:15])(=[O:8])[CH3:7]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 27654765-Acetyl-2-hydroxy-6-methylnicotinonitrile

Product 1

HCID 27644175-Acetyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide

Conditions

Temperature
60 °C

Procedure

To 100 grams of concentrated sulfuric acid is added 10 g (0.056 mole) of 5-acetyl-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile. The mixture is stirred at 60° C. for 5 hours, cooled and then poured on 1 kg ice. The resulting solid is collected, washed with water and recrystallized from ethanol to give the title compound.

Workup

  1. temperaturecooled
  2. customThe resulting solid is collected
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-e26e48ee9dfe42e4a96301d6e8d33048
Source dataset
uspto-grants-1989_07
Patent number
US04849522

Reaction notes

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