Ammonia → 2-Amino-3-chloro-6-fluorobenzonitrile

HRID 1418361Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1418361
[NH3:1].[Cl:2][C:3]1[C:4](F)=[C:5]([C:8]([F:11])=[CH:9][CH:10]=1)[C:6]#[N:7]>C(#N)C>[NH2:1][C:4]1[C:3]([Cl:2])=[CH:10][CH:9]=[C:8]([F:11])[C:5]=1[C:6]#[N:7]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 131752313-Chloro-2,6-difluorobenzonitrile

Produkt 1

HCID 539633822-Amino-3-chloro-6-fluorobenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Aqueous ammonia (d 0.880, 2 ml) was added to a solution of 3-chloro-2,6-difluorobenzonitrile (1.93 g, 11.1 mmol) in acetonitrile (10 ml), and the mixture heated to 60° C. for 16 h. The resulting brown solution was evaporated and purified by flash chromatography eluting with 5% ethyl acetate/hexane, increasing the gradient to 20% ethyl acetate/hexane, to furnish a white solid (410 mg), MS (+EI) 173/171 (M+); 1H NMR (CDCl3) 7.39 (1H, dd, J5.7, 9.0 Hz), 6.46 (1H, t, J8.7 Hz), 4.95 (2H, br. s).

Aufarbeitung

  1. customThe resulting brown solution was evaporated
  2. custompurified by flash chromatography
  3. washeluting with 5% ethyl acetate/hexane
  4. temperatureincreasing the gradient to 20% ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-d61ca91cb2c24af7af1640708fd82a99
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05883102

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