Ammonia → HCID 178514037, compound

HRID 2063157Notes

Reaction equation

HRID 2063157 reaction equation
[OH:1][C:2]1[C:3]([C:8]([NH:10][CH2:11][C:12]([O:14]C)=O)=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.[NH3:16].Cl>CO.O>[NH2:16][C:12](=[O:14])[CH2:11][NH:10][C:8]([C:3]1[C:2]([OH:1])=[N:7][CH:6]=[CH:5][N:4]=1)=[O:9]

Participants

6

Reactant 3

HCID 222Ammonia2×HCID 313Hydrochloric AcidHCID 178501652HCID 178501652, compound

Product 1

HCID 178514037HCID 178514037, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

In 4 mL of methanol is suspended 0.19 g of methyl 2-{[(3-hydroxy-2-pyrazinyl)carbonyl]-amino}acetate. The suspension is saturated with ammonia by introducing gaseous ammonia thereinto under ice-cooling for 30 minutes. The resulting mixture is stirred at the same temperature as above for 1 hour and then at ambient temperature for 15 hours. The solvent is distilled off under reduced pressure. The residue thus obtained is dissolved in a mixture of 4 mL of water and 1 mL of methanol. To the resulting solution is added 0.9 mL of 1 mol/L hydrochloric acid. The deposited crystals are collected by filtration to obtain 0.16 g of N2-(2-amino-2-oxoethyl)-3-hydroxy-2-pyrazinecarboxamide.

Workup

  1. temperatureunder ice-cooling for 30 minutes
  2. waitat ambient temperature for 15 hours
  3. distillationThe solvent is distilled off under reduced pressure
  4. customThe residue thus obtained
  5. filtrationThe deposited crystals are collected by filtration

Sources & evidence

ORD record
ord-864173063ac445ba8c25165b3f00d29b
Source dataset
uspto-grants-2012_10
Patent number
USRE043748E1

Reaction notes

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