Isoamyl Nitrite → 4-Bromo-6-chloro-3-(2,2,2-trifluoro-ethoxy)-pyridazine

HRID 1184402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1184402
[Cl:1][C:2]1[N:7]=[N:6][C:5]([O:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[C:4](N)[CH:3]=1.C(ON=O)CC(C)C.C[Si](C)(C)[Br:25]>BrCBr>[Br:25][C:4]1[CH:3]=[C:2]([Cl:1])[N:7]=[N:6][C:5]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11]

Komponenten

5

Edukt 3

HCID 8053Isoamyl NitriteHCID 76113BromotrimethylsilaneHCID 866631346-Chloro-3-(2,2,2-trifluoroethoxy)pyridazin-4-amine

Produkt 1

HCID 866631334-Bromo-6-chloro-3-(2,2,2-trifluoro-ethoxy)-pyridazineAusbeute 23,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3024DibromomethaneLösungsmittel

Versuchsvorschrift

To a suspension of 2.30 g 6-chloro-3-(2,2,2-trifluoro-ethoxy)-pyridazin-4-ylamine in 23 ml dibromomethane was added 5.11 g isoamylnitrite at once and drop wise 4.642 g trimethylbromosilane at ambient temperature (during ca. 10 min). A moderate exotherm reaction was observed and a dark brown solution was obtained. The mixture was stirred at ambient temperature for 18 h. The solvents were evaporated and the residue was purified (3 times) by chromatography on silica gel using a gradient of heptane to dichloromethane to yield 0.70 g the title compound as white crystalline solid. MS (EI): 292 (M+H).

Aufarbeitung

  1. customat ambient temperature
  2. custom(during ca. 10 min)
  3. customA moderate exotherm reaction
  4. customa dark brown solution was obtained
  5. customThe solvents were evaporated
  6. customthe residue was purified (3 times) by chromatography on silica gel using a gradient of heptane to dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-4e4e341978be48898de67c0576d08d10
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08669254B2

Notizen zur Reaktion

Wird geladen…