Hydrochloric Acid → HCID 178430717, compound

HRID 1809184Notes

Reaction equation

HRID 1809184 reaction equation
[OH-].[K+].BrBr.[OH:5][C:6]1[C:7](C(N)=O)=[N:8][C:9]([CH3:12])=[CH:10][N:11]=1.Cl.[OH-].[NH4+:18]>O>[NH2:18][C:7]1[C:6]([OH:5])=[N:11][CH:10]=[C:9]([CH3:12])[N:8]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14923Ammonium HydroxideHCID 24408BromineHCID 178430705HCID 178430705, compound

Product 1

HCID 178430717HCID 178430717, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of KOH (6 g, 154 mmol) in water (46 mL) at 5° C. is added slowly bromine followed by 3-hydroxy-6-methyl-pyrazine-2-carboxylic acid amide (2.6 g, 17.0 mmol) with rapid stirring. The reaction mixture is warmed to 85° C. and stirred for 1 h 30 min. The reaction is cooled to 20° C. and acidified with HCl conc, basified with ammonium hydroxide conc. and left stand overnight at r.t. The solid obtained is filtered and washed with cold water, dried with air and then dried further in a vacuum oven at 60° C. to give 3-amino-5-methyl-pyrazin-2-ol as a beige solid (1.63 g, 76%).

Workup

  1. temperatureThe reaction is cooled to 20° C.
  2. waitleft
  3. waitstand overnight at r.t
  4. customThe solid obtained
  5. filtrationis filtered
  6. washwashed with cold water
  7. customdried with air
  8. customdried further in a vacuum oven at 60° C.

Sources & evidence

ORD record
ord-30afc2337d4342ccacc65b92c1b18a04
Source dataset
uspto-grants-2013_01
Patent number
US08362018B2

Reaction notes

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