Trifluoroacetic acid → 5-methyl-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid
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
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
- customis evaporated in vacuo
- additionThe solid residue is mixed with water (700 mL)
- filtrationthe mixture filtered
- washthe solid residue washed with an additional portion of water (700 mL)
- 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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