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Ammonia → 2-Amino-4-fluoro-6-trifluoromethoxypyrimidine

HRID 1647677
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Reaktionsgleichung

Reaktionsgleichung von HRID 1647677
[NH3:1].F[C:3]1[N:8]=[C:7]([F:9])[CH:6]=[C:5]([O:10][C:11]([F:14])([F:13])[F:12])[N:4]=1>C(OCC)C>[NH2:1][C:3]1[N:8]=[C:7]([F:9])[CH:6]=[C:5]([O:10][C:11]([F:14])([F:13])[F:12])[N:4]=1
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Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 150227122,4-Difluoro-6-trifluoromethoxypyrimidine

Produkt 1

HCID 150227162-Amino-4-fluoro-6-trifluoromethoxypyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

8.7 g (0.51 mol) of gaseous ammonia were passed into a mixture of 51 g (0.255 mol) of 2,4-difluoro-6-trifluoromethoxypyrimidine in 200 ml of diethyl ether in the course of 1 hour at from -75° to -70° C. while stirring. Stirring was continued for a further 11/2 hours at -70° C. and for 1 hour at room temperature. The reaction mixture was evaporated down under reduced pressure and the residue was taken up in methylene chloride and extracted with water. Drying the organic phase, evaporating down and chromatographing the residue over silica gel using 8:1 petroleum ether/ether gave 38.1 g (75.6% of theory) of the title compound as colorless crystals of melting point 86°-89° C.

Aufarbeitung

  1. stirringStirring
  2. custom2 hours
  3. customat -70° C.
  4. customThe reaction mixture was evaporated down under reduced pressure
  5. extractionextracted with water
  6. customDrying the organic phase
  7. customevaporating down

Quellen und Nachweise

ORD-Eintrag
ord-9e9520d88ad64317bb0f656f90064e5f
Quelldatensatz
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05434124

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