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

HRID 1589271Notes

Reaction equation

HRID 1589271 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-56addfd4144047f095efc46ba1e96a6a
Source dataset
uspto-grants-1986_02
Patent number
US04568751

Reaction notes

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