Hydrochloric Acid → HCID 178479550, compound
Reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].[C:9](O)(=O)C(O)=[O:11].C(OCC)(OCC)OCC.[ClH:25]>O.CC(O)C>[OH2:4].[OH2:11].[ClH:25].[OH:4][C:3]1[NH:5][CH:9]=[N:1][C:2]=1[C:6]([NH2:8])=[O:7]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 82 °C
Procedure
Under the nitrogen atmosphere, 30 g of 2-aminomalonamide and 115 mg of oxalic acid were added to 600 mL of 2-propanol. After heating to 82° C., 106 mL of triethyl orthoformate was added dropwise to the mixture over 10 minutes. Subsequently, the reaction mixture was stirred for 7 hours and 30 minutes at 84° C. Subsequently, after cooling to 57° C., the reaction mixture was added with 30 mL of water followed by 24 mL of conc. hydrochloric acid. After cooling the reaction mixture to 5° C., the crystal was collected by filtration and then washed with 120 mL of acetone to give 49 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate as a pale yellow crystal.
Workup
- temperatureSubsequently, after cooling to 57° C.
- temperatureAfter cooling the reaction mixture to 5° C.
- filtrationthe crystal was collected by filtration
- washwashed with 120 mL of acetone
Sources & evidence
- ORD record
- ord-a8a07c408937410580ad2da2a964a2b6
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108928B2
Reaction notes
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