Trifluoroacetic acid → 5-Methyl-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid

HRID 247593Notes

Reaction equation

HRID 247593 reaction equation
CC([O:5][C:6]([C:8]1[NH:9][C:10](=[O:14])[NH:11][C:12]=1[CH3:13])=[O:7])(C)C.FC(F)(F)C(O)=O>>[CH3:13][C:12]1[NH:11][C:10](=[O:14])[NH:9][C:8]=1[C:6]([OH:7])=[O:5]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 13241079HCID 13241079, compound

Product 1

HCID 135585675-Methyl-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid

Procedure

2,3-Dihydro-5-methyl-2-oxo-1H-imidazole-4-carboxylic acid 1,1-dimethylethyl ester (110.1 g, 0.556 mol) is added in portions to stirred trifluoroacetic acid (500g). After stirring the resulting mixture at room temperature for 20 minutes the suspension is evaporated in vacuo. The solid residue is mixed with water (700 mL), the mixture filtered, and the solid residue washed with an additional portion of water (700 mL). The filter cake is then dried for 1.5 hr at ca. 105° C., then overnight at room temperature to produce the title compound.

Workup

  1. customis evaporated in vacuo
  2. additionThe solid residue is mixed with water (700 mL)
  3. filtrationthe mixture filtered
  4. washthe solid residue washed with an additional portion of water (700 mL)
  5. customThe filter cake is then dried for 1.5 hr at ca. 105° C.

Sources & evidence

ORD record
ord-01bef2a85dcc4de5b01f0dbe30d49a7b
Source dataset
uspto-grants-1987_11
Patent number
US04709043

Reaction notes

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