Hydroxylamine → 6-Fluoro-1H-indole-3-carbonitrile

HRID 73322

Reaktionsgleichung

Reaktionsgleichung von HRID 73322
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]=O)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[NH2:13]O.C([O-])=O.[Na+].O>C(O)=O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]#[N:13])=[CH:7][NH:8]2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 787HydroxylamineHCID 962WaterHCID 2629036-Fluoroindole-3-carboxaldehydeHCID 2723810Sodium Formate

Produkt 1

HCID 534187306-Fluoro-1H-indole-3-carbonitrileAusbeute 59,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 6-fluoro-1H-indole-3-carbaldehyde (0.97 g) in 90% formic acid (25 mL) were added hydroxylamine (0.65 g) and sodium formate (0.81 g), and this mixture was stirred at 100° C. for 3 hours. After cooling to ambient temperature, water was added to this reaction mixture and the precipitated solid was collected by filtration, and washed with water, dried to give the title compound (0.57 g).

Aufarbeitung

  1. temperatureAfter cooling to ambient temperature
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-111bd519c84a4f52ada23e687209d777
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829040B2

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