Reaktion #40429

Reaktionsgleichung

5-chloroisatoic anhydride

2-amino-5-chloropyridine

potassium bis(trimethylsilyl)amide

toluene

→

(2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

Ausbeute 100.0%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedropwise at −78° C
2. 2
   TemperaturThe mixture was warmed up
3. 3
   workup.STIRRINGstirred overnight
4. 4
   SonstigeAfter quenched by saturated ammonium chloride solution
5. 5
   Extraktionthe mixture was extracted by ethyl acetate
6. 6
   TrocknenThe organic layer was dried over magnesium sulfate
7. 7
   Einengenconcentrated

Vorschrift

To a solution of 2-amino-5-chloropyridine (328 mg, 2.55 mmol) in tetrahydrofuran (5 ml) was 0.5M potassium bis(trimethylsilyl)amide in toluene (10 ml, 5.05 mmol) dropwise at −78° C. After stirred for additional 0.5 hr at −78° C., the mixture was added 5-chloroisatoic anhydride (0.5 g, 2.55 mmol) at −78° C. The mixture was warmed up to r.t gradually and stirred overnight. After quenched by saturated ammonium chloride solution, the mixture was extracted by ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated to give (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (0.71 g. 100%). MS found for C12H9Cl2N3O M+=282, (M+2)+=284.

Quelle