Azane;hydrate → HCID 178513824, compound

HRID 514689Notes

Reaction equation

HRID 514689 reaction equation
O.O.Cl.[OH:4][C:5]1[NH:9][CH:8]=[N:7][C:6]=1[C:10]([NH2:12])=[O:11].O.N>Cl>[OH:4][C:5]1[NH:9][CH:8]=[N:7][C:6]=1[C:10]([NH2:12])=[O:11]

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 178479550HCID 178479550, compound

Product 1

HCID 178513824HCID 178513824, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
45 °C

Procedure

Under the nitrogen atmosphere, 5.0 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate prepared according to the method of Comparative Example 4 (1) was added to 60 mL of 0.45 mol/L hydrochloric acid and dissolved therein by heating to 40 to 50° C. To the solution, 3.9 mL of 25% ammonia water was added dropwise over 10 minutes. pH of the reaction mixture was 6.6. After the dropwise addition was completed, the reaction solution was cooled to room temperature and stirred for 1 hour. The crystal was collected by filtration and then washed with a mixture liquid containing 5 mL of acetone and 10 mL of water followed by 15 mL of acetone to give 0.54 g of 5-hydroxy-1H-imidazole-4-carboxamide.3/4 hydrate as a blue crystal.

Workup

  1. dissolutiondissolved
  2. additionAfter the dropwise addition
  3. temperaturethe reaction solution was cooled to room temperature
  4. filtrationThe crystal was collected by filtration
  5. washwashed with a mixture liquid
  6. additioncontaining 5 mL of acetone and 10 mL of water

Sources & evidence

ORD record
ord-3ef22e81dad74b69a4e1d00a97c3e2ce
Source dataset
uspto-grants-2015_08
Patent number
US09108928B2

Reaction notes

Loading…