Sodium → HCID 178513801, compound
Reaction equation
[Na].[C:2]([C:5]1[N:6]=[C:7]([CH2:11][C:12]([O:14]CC)=[O:13])[NH:8][C:9]=1[OH:10])(=[O:4])[NH2:3]>CO>[C:2]([C:5]1[N:6]=[C:7]([CH2:11][C:12]([OH:14])=[O:13])[NH:8][C:9]=1[OH:10])(=[O:4])[NH2:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 300 ml of anhydrous methanol was added 0.92 g of sodium and then 4.26 g of ethyl 4-carbamoyl-5-hydroxy-1H-imidazole-2-acetate was added thereto under ice-cooling. 5 minutes thereafter, the mixture was warmed to a room temperature and stirred for 15 minutes. The resulting mixture was concentrated under vacuum and the residue was dissolved into 100 ml of water. After addition of 120 ml of 1 N aqueous hydrochloric acid, the precipitated crystals were collected, washed with ethanol and diisopropyl ether, and dried to give 3.04 g of 4-carbamoyl-5-hydroxy-1H-imidazole-2-acetic acid, m.p. 299° C. (decomposition). Yield: 82.2%.
Workup
- temperatureunder ice-cooling
- concentrationThe resulting mixture was concentrated under vacuum
- dissolutionthe residue was dissolved into 100 ml of water
- additionAfter addition of 120 ml of 1 N aqueous hydrochloric acid
- customthe precipitated crystals were collected
- washwashed with ethanol and diisopropyl ether
- customdried
Sources & evidence
- ORD record
- ord-3087362c62f0404fa7999d2830ce301f
- Source dataset
- uspto-grants-1980_06
- Patent number
- US04209525
Reaction notes
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