2-Chloro-5-nitro-3-(trifluoromethyl)pyridine → 6-Chloro-5-(trifluoromethyl)pyridin-3-amine

HRID 545072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 545072
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([N+:12]([O-])=O)=[CH:4][N:3]=1.[Cl-].[Ca+2].[Cl-]>C(O)C.O.[Fe]>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([NH2:12])=[CH:6][C:7]=1[C:8]([F:11])([F:9])[F:10]

Komponenten

6

Edukt 2

HCID 38491402-Chloro-5-nitro-3-(trifluoromethyl)pyridineHCID 5284359Calcium Chloride

Produkt 1

HCID 135322446-Chloro-5-(trifluoromethyl)pyridin-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Heat a mixture of 2-chloro-5-nitro-3-trifluoromethyl-pyridine (2.27 g, 10 mmol), calcium chloride (1.1 g, 10 mmol) and iron powder (4.5 g) in ethanol (30 mL) and water (5 mL) at reflux for 1 hour. Cool the mixture and filter through Celite. Evaporate the filtrate, dissolve the residue in EtOAc (200 mL) and wash with saturated NaHCO3(aq) (100 mL) and brine (100 mL). Dry the organic extract over MgSO4 and remove the solvent under reduced pressure to yield the title compound.

Aufarbeitung

  1. temperatureHeat
  2. temperatureat reflux for 1 hour
  3. temperatureCool the mixture
  4. filtrationfilter through Celite
  5. customEvaporate the filtrate
  6. dissolutiondissolve the residue in EtOAc (200 mL)
  7. washwash with saturated NaHCO3(aq) (100 mL) and brine (100 mL)
  8. customDry the
  9. extractionorganic extract over MgSO4
  10. customremove the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c228b34c3a074790ad74b0874218dd10
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935702B2

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