Methyl 3,5-diaminopyrazine-2-carboxylate → Methyl 3,5-diamino-6-fluoropyrazinoate

HRID 371705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 371705
[NH2:1][C:2]1[C:3]([C:9]([O:11][CH3:12])=[O:10])=[N:4][CH:5]=[C:6]([NH2:8])[N:7]=1.[F:13]F.[He]>F>[NH2:1][C:2]1[C:3]([C:9]([O:11][CH3:12])=[O:10])=[N:4][C:5]([F:13])=[C:6]([NH2:8])[N:7]=1

Komponenten

4

Edukt 2

HCID 15148126Methyl 3,5-diaminopyrazine-2-carboxylateHCID 131711092HCID 131711092, Verbindung

Produkt 1

HCID 20355849Methyl 3,5-diamino-6-fluoropyrazinoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14917Hydrofluoric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

In a Kel-FR reactor cooled to -78° C in an acetone-dry ice bath is placed methyl 3,5-diaminopyrazinoate (6g.) and liquid hydrogen fluoride (70 ml.). A stream of fluorine-helium mixture (1:4 v/v) is passed through the solution for 51/2 hours at -78° C. followed by a vigorous stream of nitrogen to remove the solvent. The reaction residue is treated with conc. hydrochloric acid (60 ml.), evaporated to dryness, dissolved in water (75 ml.) and neutralized with aqueous sodium hydroxide to give methyl 3,5-diamino-6-fluoropyrazinoate (5 g.) which is purified by sublimation (140°-50° C., 0.05 mm Hg.) and recrystallization from 2-propanol.

Aufarbeitung

  1. custom2 hours
  2. customat -78° C.
  3. customto remove the solvent
  4. additionThe reaction residue is treated with conc. hydrochloric acid (60 ml.)
  5. customevaporated to dryness
  6. dissolutiondissolved in water (75 ml.)

Quellen und Nachweise

ORD-Eintrag
ord-34a15473266749539107738460b7af4b
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04087526

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