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

HRID 69885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 69885
[NH2:1][C:2]1[C:3](NC(OC)=O)=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.[Li+].[OH-:16].Cl.C1[CH2:22][O:21]CC1.CO>>[NH2:1][C:2]1[C:3]([C:22]([OH:21])=[O:16])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 21899815MeOH tetrahydrofuranHCID 86669184Methyl 3,5-diamino-6-chloropyrazine-2-carbamate

Produkt 1

HCID 64521193,5-Diamino-6-chloro-pyrazine acidAusbeute 93 %

Versuchsvorschrift

To a solution of methyl 3,5-diamino-6-chloropyrazine-2-carbamate (5 g, 0.025 mols) in 2:1 THF/MeOH (90 mL) was added 1M LiOH (62 mL, 0.062 mols). After the reaction was stirred at r.t. 72 hrs, 1N HCl (62 mL, 0.062 mols) was added. The reaction was filtered and washed with water (3×10 mL) to give 3,5-diamino-6-chloropyrazine-2-carboxylic acid as white solid 4.3 g (93% yield). LCMS (m/z): 189.1 (MH+); LC Rt=1.05 min.

Aufarbeitung

  1. filtrationThe reaction was filtered
  2. washwashed with water (3×10 mL)

Quellen und Nachweise

ORD-Eintrag
ord-671c1c7fb69541e4af32669088ce1d08
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822497B2

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