Hydrochloric Acid → HCID 178479550, compound

HRID 514686Notes

Reaction equation

HRID 514686 reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].S(=O)(=O)(O)[OH:10].[CH:14](OCC)(OCC)OCC.[ClH:24]>O.CC(O)C>[OH2:4].[OH2:10].[ClH:24].[OH:4][C:3]1[NH:5][CH:14]=[N:1][C:2]=1[C:6]([NH2:8])=[O:7]

Participants

7

Conditions

Temperature
80 °C

Procedure

Under the nitrogen atmosphere, 10.0 g of 2-aminomalonamide and 44 mg of sulfuric acid were added to 200 mL of 2-propanol. After heating to 80° C., 35.4 mL of triethyl orthoformate was added dropwise to the mixture over 10 minutes. Subsequently, the reaction mixture was stirred for 7 hours at 80° C. Color of the reaction liquid was deep blue when the reaction was completed. Subsequently, after cooling to 58° C., the reaction mixture was 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 15.6 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate as a green crystal.

Workup

  1. customColor of the reaction liquid
  2. temperatureSubsequently, after cooling to 58° C.
  3. temperatureAfter cooling the reaction mixture to 5° C.
  4. filtrationthe crystal was collected by filtration
  5. washwashed with 40 mL of acetone

Sources & evidence

ORD record
ord-9f3bcb73b1e24f249b9fa7894ffcadcc
Source dataset
uspto-grants-2015_08
Patent number
US09108928B2

Reaction notes

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