Hydrochloric Acid → HCID 178430705, compound

HRID 1809183Notes

Reaction equation

HRID 1809183 reaction equation
[OH-].[Na+].[CH3:3][C:4]([CH:6]=O)=O.[NH2:8][CH:9]([C:13]([NH2:15])=[O:14])[C:10]([NH2:12])=[O:11].Cl>O>[OH:11][C:10]1[C:9]([C:13]([NH2:15])=[O:14])=[N:8][C:4]([CH3:6])=[CH:3][N:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 880MethylglyoxalHCID 14798Sodium HydroxideHCID 964572-Aminopropanediamide

Product 1

HCID 178430705HCID 178430705, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
-20 °C

Procedure

An aqueous solution of NaOH (10.6 mL, 12.5N, 0.133mol) is added dropwise to a 40% water solution of pyruvic aldehyde (24 g, 9.6 g, 0.133mol) and 2-amino-malonamide (16 g, 0.136mol) at −20° C., keeping the temperature bellow 0° C. The reaction mixture is mechanically stirred overnight at r.t and then the reaction mixture is cooled to −20° C. and HCl conc. (16 mL, 0.16 mol) is slowly added keeping the temperature bellow 0° C. and stirred at r.t. for 48 h. The reaction mixture is cooled in an ice bath and the crystals formed filtered off, washed with a little water and dried with air, to give 3-hydroxy-6-methyl-pyrazine-2-carboxylic acid amide as a brown solid, (5.7 g, 28%).

Workup

  1. custombellow 0° C
  2. custombellow 0° C.
  3. temperatureThe reaction mixture is cooled in an ice bath
  4. customthe crystals formed
  5. filtrationfiltered off
  6. washwashed with a little water
  7. customdried with air

Sources & evidence

ORD record
ord-368ed08c87c64e5badc55aed3e1381e4
Source dataset
uspto-grants-2013_01
Patent number
US08362018B2

Reaction notes

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