Reaktion #1132947

Reaktionsgleichung

5-bromo-2,4-dichloro-3-nitropyridine

ammonia

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product

Ausbeute 46.0%

5-Bromo-2-chloro-3-nitropyridin-4-amine

Ausbeute 46.0%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction mixture was concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was poured into saturated aqueous NaHCO3
3. 3
   Extraktionextracted with EtOAc
4. 4
   TrocknenThe combined organic layers were dried over anhydrous Na2SO4
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe residue was further purified by flash column chromatography on silica gel with 20% EtOAc in petroleum ether

Vorschrift

A 250 mL round bottom flask was charged with 5-bromo-2,4-dichloro-3-nitropyridine (3.5 g, 12.6 mmol) and a solution of ammonia in 1,4-dioxane (150 mL). The mixture was heated at 30° C. for 4 h. Work-up: the reaction mixture was concentrated in vacuo. The residue was poured into saturated aqueous NaHCO3 and extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was further purified by flash column chromatography on silica gel with 20% EtOAc in petroleum ether, to afford 1.5 g (46%) of the product as a white solid. MS m/z: 252 (M+H+).

Quelle