Sulfuric Acid → HCID 20312190, compound

HRID 2419960Notes

Reaction equation

HRID 2419960 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 is 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. additionWhen the addition
  2. temperatureis heated on a steam bath for 24 hours
  3. filtrationfiltered
  4. filtrationthe resulting solid is then collected by filtration

Sources & evidence

ORD record
ord-f5bbc78d422b4185966a5ea872aa806f
Source dataset
uspto-grants-1978_08
Patent number
US04108630

Reaction notes

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