Carbon Dioxide → 2,5-Dimethylimidazole-4-carboxylic acid

HRID 652561Notes

Reaction equation

HRID 652561 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[C:8](=O)([O-:10])[O-:9].[K+].[K+].C(=O)=O.Cl>O>[CH3:1][C:2]1[NH:6][C:5]([CH3:7])=[C:4]([C:8]([OH:10])=[O:9])[N:3]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 178430880HCID 178430880, compound

Product 1

HCID 136845092,5-Dimethylimidazole-4-carboxylic acidYield 74.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12 g (0.125 mole) of 2,4-dimethylimidazole, 42.5 g (0.3 mole) of potassium carbonate and 100 ml of liquid carbon dioxide were stirred for 5 hours at 150° C. in an autoclave, the reaction pressure being 130 bar. The reacted mixture was pulverized and suspended in 100 ml of water, and the stirred suspension was brought to pH 5-6 with hydrochloric acid. The precipitate which separated out was filtered off and dried to give 13 g (74% of theory) of pure 2,5-dimethylimidazole-4-carboxylic acid of melting point 234° C. (decomposition).

Workup

  1. customthe reaction pressure
  2. customThe precipitate which separated out
  3. filtrationwas filtered off
  4. customdried

Sources & evidence

ORD record
ord-122d817281244c48a61d45443397bb75
Source dataset
uspto-grants-1987_06
Patent number
US04672128

Reaction notes

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