Ethanol → HCID 178470256, compound

HRID 1005746Notes

Reaction equation

HRID 1005746 reaction equation
C(O[C:4](=[O:12])[C:5](=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[NH2:13][CH:14]([C:18]([NH2:20])=[O:19])[C:15]([NH2:17])=[O:16].[OH-].[Na+].C(O)C>O>[OH:16][C:15]1[C:14]([C:18]([NH2:20])=[O:19])=[N:13][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[C:4]([OH:12])[N:17]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium Hydroxide2×HCID 691051,3-Diethyl 2-oxopropanedioateHCID 964572-Aminopropanediamide

Product 1

HCID 178470256HCID 178470256, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 2.0 mL of water are suspended 0.65 mL of diethyl-2-oxomalonate and 0.5 g of 2-aminomalonamide. Under ice-cooling, 0.85 mL of 5 mol/mL sodium hydroxide is added thereto. The resulting solution is stirred for 40 minutes. Then, at ambient temperature, 2.55 mL of 5 mol/mL sodium hydroxide is added to the solution, which is then stirred for an additional 30 minutes. Ethanol is added to the reaction mixture and the precipitate is collected by filtration to obtain 0.24 g of 3,5-dihydroxy-6-ethoxycarbonyl-2-pyrazinecarboxamide.

Workup

  1. temperatureUnder ice-cooling
  2. stirringis then stirred for an additional 30 minutes
  3. filtrationthe precipitate is collected by filtration

Sources & evidence

ORD record
ord-5d859514d494455bb8db1374f1e8ebcb
Source dataset
uspto-grants-2004_09
Patent number
US06787544B2

Reaction notes

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