Sulfuric Acid → HCID 20312190, compound

HRID 259373Notes

Reaction equation

HRID 259373 reaction equation
[CH2:1]([N:5]1[C:10]([CH3:11])=[CH:9][C:8]([CH3:12])=[C:7]([C:13]#N)[C:6]1=[O:15])[CH:2]([CH3:4])[CH3:3].S(=O)(=O)(O)[OH:17].[OH-:21].[Na+]>O>[CH2:1]([N:5]1[C:10]([CH3:11])=[CH:9][C:8]([CH3:12])=[C:7]([C:13]([OH:17])=[O:21])[C:6]1=[O:15])[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 20312199HCID 20312199, compound

Product 1

HCID 20312190HCID 20312190, compoundYield 40.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 1-isobutyl-3-cyano-4,6-dimethylpyrid-2-one (99.8 g., 0.489 mole) and 100 ml. of water is slowly added, with stirring, concentrated sulfuric acid (200 ml.) When the addition of complete the reaction mixture is heated on a steam bath for 24 hours. The solution is then poured into a sodium hydroxide solution and filtered. The alkaline filtrate is acidified and the resulting solid is then collected by filtration to give 1-isobutyl-3-carboxy-4,6-dimethylpyrid-2-one, 44.5 g. (40.6% yield), mp 93°-95° C.

Workup

  1. temperatureis heated on a steam bath for 24 hours
  2. filtrationfiltered
  3. filtrationthe resulting solid is then collected by filtration

Sources & evidence

ORD record
ord-81b47cd7a2eb4d76916e31b73f5c8dde
Source dataset
uspto-grants-1977_07
Patent number
US04038065

Reaction notes

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