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

HRID 637302Notes

Reaction equation

HRID 637302 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 (500 g). 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

Sources & evidence

ORD record
ord-2472543bde2f4d2aa052d2a4c8ea2a7f
Source dataset
uspto-grants-1985_12
Patent number
US04556665

Reaction notes

Loading…