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

HRID 2249236Notes

Reaction equation

HRID 2249236 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-cf66096add84445c8d502a548c33823d
Source dataset
uspto-grants-1991_08
Patent number
US05043449

Reaction notes

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