Hydrochloric Acid → HCID 178513808, compound

HRID 1005745Notes

Reaction equation

HRID 1005745 reaction equation
[NH2:1][CH:2]([C:6]([NH2:8])=[O:7])[C:3]([NH2:5])=[O:4].[C:9](OCC)(=O)[CH:10]=[O:11].[OH-].[Na+].Cl>O>[OH:4][C:3]1[C:2]([C:6]([NH2:8])=[O:7])=[N:1][CH:9]=[C:10]([OH:11])[N:5]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 70211Ethyl oxoacetateHCID 964572-Aminopropanediamide

Product 1

HCID 178513808HCID 178513808, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 2.1 mL of water is suspended 0.5 g of 2-aminomalonamide. Under ice-cooling, 0.43 g of ethyl glyoxalate is added to the suspension, which is then stirred for 40 minutes. Then, 0.85 mL of 5 mol/mL sodium hydroxide is added to the resulting suspension, which is then stirred at the same temperature as above for 40 minutes. The reaction mixture is adjusted to pH 12 by adding 1 mol/L sodium hydroxide, and once made into a solution. The solution is then adjusted to pH 2 by adding 6 mol/mL hydrochloric acid. The deposited crystals are collected by filtration and washed successively with water and 50% (w/w) ethanol to obtain 0.15 g of 3,5-dihydroxy-2-pyrazinecarboxamide.

Workup

  1. temperatureUnder ice-cooling
  2. stirringis then stirred at the same temperature as above for 40 minutes
  3. filtrationThe deposited crystals are collected by filtration
  4. washwashed successively with water and 50% (w/w) ethanol

Sources & evidence

ORD record
ord-0d873aa6a0e2485d9ea001278cd19e86
Source dataset
uspto-grants-2004_09
Patent number
US06787544B2

Reaction notes

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