Hydrochloric Acid → 3,5-Diamino-6-chloro-pyrazine acid

HRID 77505

Reaction equation

HRID 77505 reaction equation
[NH2:1][C:2]1[C:3]([C:10]([O:12]C)=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.CO.[OH-].[Na+].Cl>O>[NH2:1][C:2]1[C:3]([C:10]([OH:12])=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 73827Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

Product 1

HCID 64521193,5-Diamino-6-chloro-pyrazine acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl 3,5-diamino-6-chloropyrazine-2-carboxylate (100 g; 494 mmol), methanol (1 L) and NaOH (6 mol/L in water; 240 mL; 1.44 mol) is refluxed for 3 h. The mixture is allowed to cool to room temperature and then neutralised by addition of hydrochloric acid (6 M in water; ca. 120 mL). Water (200 mL) is added. The precipitate formed is collected by filtration while applying suction, washed with water and dried at 60° C. Yield: 99.6 g (107% of theory).

Workup

  1. temperatureis refluxed for 3 h
  2. customThe precipitate formed
  3. filtrationis collected by filtration
  4. washwashed with water
  5. customdried at 60° C

Sources & evidence

ORD record
ord-1eeb9b6e8bfc462294df91890cc93ba8
Source dataset
uspto-grants-2014_09
Patent number
US08841309B2

Linked notes

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