Ammonia → HCID 13151408, Verbindung

HRID 851277Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 851277
[NH3:1].[F:2][C:3]1[C:8]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])=[CH:7][CH:6]=[C:5](F)[N:4]=1>C(N)=O>[NH2:1][C:5]1[N:4]=[C:3]([F:2])[C:8]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])=[CH:7][CH:6]=1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 20501992HCID 20501992, Verbindung

Produkt 1

HCID 13151408HCID 13151408, VerbindungAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 713FormamideLösungsmittel

Versuchsvorschrift

To a stirred solution of ammonia (15 g) in formamide (250 ml) was added all at once benzyl 2,6-difluoropyridine-3-carboxylate (20 g, 0.08 mole). The mixture slowly became homogeneous, then a solid began to separate. After two hours, the mixture was poured into water (1000 ml) and the solid filtered. The solid was washed with several portions of water then air dried. Continuous extraction for one hour via a Soxhlet extraction apparatus using hexane as the solvent gave, after concentrating to 250 ml and cooling, 6.0 g (30%) of the desired benzyl 2-amino-6-fluoropyridine-3-carboxylate: m.p.=92°-94° C. The hexane insoluble material was recrystallized from a small volume of acetone to give 5.5 g (28%) of the isomeric benzyl 6-amino-2-fluoropyridine-3-carboxylate: m.p.=157.5°-159.5° C.

Aufarbeitung

  1. customto separate
  2. additionthe mixture was poured into water (1000 ml)
  3. filtrationthe solid filtered
  4. washThe solid was washed with several portions of water
  5. customair dried
  6. extractionContinuous extraction for one hour
  7. extractionvia a Soxhlet extraction apparatus
  8. customgave
  9. concentrationafter concentrating to 250 ml
  10. temperaturecooling
  11. customThe hexane insoluble material was recrystallized from a small volume of acetone

Quellen und Nachweise

ORD-Eintrag
ord-b742a7aeaa3d488897d7f6102eb1b21d
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04383851

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