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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 128396Erstellt: 23. Oktober 2026

Hydrochloric Acid → 2,3-Dicyano-5-(1-carboxy-n-propyl)amino-6-phenylpyrazine

https://huagongshe.com/de/reaction/128396

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktAlpha-Aminobutyric AcidHCID 6657—
EduktPotassium HydroxideHCID 14797—
Edukt5-Chloro-6-phenylpyrazine-2,3-dicarbonitrileHCID 12907205—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2,3-Dicyano-5-(1-carboxy-n-propyl)amino-6-phenylpyrazineHCID 1333697086%

Reaktionsschritte

2,3-Dicyano-5-chloro-6-phenylpyrazine (2.41 g; 0.01 mole) was dissolved in 30 ml of tetrahydrofuran, and with stirring at 15° to 20° C., a solution prepared from 2.04 g (0.02 mole) of DL-α-amino-n-butyric acid, 1.12 g (0.02 mole) of potassium hydroxide and 40 ml of water was added dropwise over the period of 5 minutes. The mixture was then stirred at 30° C. for 30 minutes. After the reaction, the reactor was cooled with ice, and in the meanwhile, 2 ml of conc. hydrochloric acid was added to the reaction solution. The solution was then extracted with 100 ml of toluene. The toluene layer was washed with 50 ml of a saturated aqueous solution of sodium chloride and 50 ml of water, and the solvent was removed by concentration under reduced pressure to afford a yellowish white solid. Recrystallization of the solid from ethanol afforded 2.63 g (yield 86%) of 2,3-dicyano-5-(1-carboxy-n-propyl)amino-6-phenylpyrazine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04259489
Quelldatensatzuspto-grants-1981_03
ORD IDord-0ca0f74614af45378ca5b5ef88cf8ed7
Quellennotizuspto-grants-1981_03