Formic Acid → HCID 178479550, compound

HRID 514683

Reaction equation

HRID 514683 reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].[CH:9](O)=[O:10].C(OCC)(OCC)OCC.[ClH:22]>O.CC(O)C>[OH2:4].[OH2:10].[ClH:22].[OH:4][C:3]1[NH:5][CH:9]=[N:1][C:2]=1[C:6]([NH2:8])=[O:7]

Participants

7

Reactant 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 31214Ethyl orthoformateHCID 964572-Aminopropanediamide

Product 1

HCID 178479550HCID 178479550, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
81 °C

Procedure

Under the nitrogen atmosphere, 5.00 g of 2-aminomalonamide and 20 mg of formic acid were added to 80 mL of 2-propanol. After heating to 81° C., 17.7 mL of triethyl orthoformate was added to the mixture over 14 minutes. Subsequently, the reaction mixture was stirred for 6 hours and 33 minutes at 83° C. Subsequently, after cooling to 58° C., the reaction mixture was added dropwise with 5 mL of water followed by 4 mL of conc. hydrochloric acid. After cooling the mixture to 20° C., the crystal was collected by filtration and then washed with 20 mL of acetone to give 8.05 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate as a yellow crystal.

Workup

  1. temperatureSubsequently, after cooling to 58° C.
  2. temperatureAfter cooling the mixture to 20° C.
  3. filtrationthe crystal was collected by filtration
  4. washwashed with 20 mL of acetone

Sources & evidence

ORD record
ord-c57fb60b21d340dab784a965b37050d4
Source dataset
uspto-grants-2015_08
Patent number
US09108928B2

Linked notes

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