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

HRID 509911Notes

Reaction equation

HRID 509911 reaction equation
C[O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([NH2:12])=[C:7]([Cl:13])[N:6]=1)=[O:4].[OH-].[Na+].Cl>O1CCOCC1>[NH2:11][C:10]1[C:5]([C:3]([OH:4])=[O:2])=[N:6][C:7]([Cl:13])=[C:8]([NH2:12])[N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 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 312751,4-DioxaneSolvent

Procedure

Methyl-3,5-diamino-6-chloropyrazine-2-carboxylate (8.5 g, 41.9 mmol) is dissolved in dioxane (200 mL), sodium hydroxide (1 M in water, 125 mL, 125 mmol) added and the mixture stirred overnight at room temperature. The reaction mixture is acidified to pH 5 with 4 M hydrochloric acid and concentrated to one third of the initial volume. The resulting solid is collected by filtration, washed with water and dried under vacuum at 50° C. Yield: 7.4 g

Workup

  1. concentrationconcentrated to one third of the initial volume
  2. filtrationThe resulting solid is collected by filtration
  3. washwashed with water
  4. customdried under vacuum at 50° C

Sources & evidence

ORD record
ord-e40d0b9fdd694f8d903537fd4aeb3ca8
Source dataset
uspto-grants-2015_08
Patent number
US09096548B2

Reaction notes

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