Hydrochloric Acid → HCID 178479550, compound
Reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].O.[C:10]1(C)C=CC(S(O)(=O)=[O:17])=CC=1.C(OCC)(OCC)OCC.[ClH:31]>O.CC(O)C>[OH2:4].[OH2:17].[ClH:31].[OH:4][C:3]1[NH:5][CH:10]=[N:1][C:2]=1[C:6]([NH2:8])=[O:7]Participants
Conditions
- Temperature
- 82 °C
Procedure
Under the nitrogen atmosphere, 20 g of 2-aminomalonamide and 325 mg of p-toluene sulfonic acid monohydrate were added to 400 mL of 2-propanol. After heating to 82° C., 56.7 mL of triethyl orthoformate was added in divided portions to the mixture over 4 hours and 8 minutes. Subsequently, the reaction mixture was stirred for 3 hours and 21 minutes at 79° C. Subsequently, after cooling to 51° C., the reaction mixture was added dropwise with 20 mL of water followed by 15.7 mL of conc. hydrochloric acid. After cooling the reaction mixture to room temperature, the crystal was collected by filtration and then washed with 100 mL of acetone to give 30.56 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate as a gray crystal.
Workup
- temperatureSubsequently, after cooling to 51° C.
- temperatureAfter cooling the reaction mixture to room temperature
- filtrationthe crystal was collected by filtration
- washwashed with 100 mL of acetone
Sources & evidence
- ORD record
- ord-cfeba4becbb04cd2a8638da9e3d194e0
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108928B2
Reaction notes
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