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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12124Erstellt: 24. Oktober 2026

Toluene → 2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide

https://huagongshe.com/de/reaction/12124

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
Edukt2-Amino-5-chloropyridineHCID 66174—
Edukt5-Chloroisatoic anhydrideHCID 78480—
EduktPotassium bis(trimethylsilyl)amideHCID 3251421—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamideHCID 21906418100%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727982B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-8d1da3bc63a34c6499333c394caf4bb7
Quellennotizuspto-grants-2010_06