Reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].[CH:9](OCC)(OCC)[O:10]CC.CC(O)C.[ClH:23]>O>[OH2:4].[OH2:10].[ClH:23].[OH:4][C:3]1[NH:5][CH:9]=[N:1][C:2]=1[C:6]([NH2:8])=[O:7]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
Under the nitrogen atmosphere, 10 g of 2-aminomalonamide and 35.4 mL of triethyl orthoformate were added to 200 mL of 2-propanol. After heating to 80° C., the reaction mixture was stirred for 13 hours at the same temperature. Color of the reaction liquid was pale blue when the reaction was completed. Subsequently, the reaction mixture was cooled to 58° C., then added with 10 mL of water followed by 8 mL of conc. hydrochloric acid. After cooling the reaction mixture to 5° C., the crystal was collected by filtration and then washed with 40 mL of acetone to give 16 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate as a green crystal.
Workup
- customColor of the reaction liquid
- temperatureSubsequently, the reaction mixture was cooled to 58° C.
- temperatureAfter cooling the reaction mixture to 5° C.
- filtrationthe crystal was collected by filtration
- washwashed with 40 mL of acetone
Sources & evidence
- ORD record
- ord-695a3715d2b546eb94650678d277c3f0
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09108928B2
Linked notes
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