N-bromobutanimide → 3-(Bromomethyl)-6-phenylpyridazine

Temperatur

80 °C

To a solution of 3-methyl-6-phenylpyridazine (925 mg, 5.43 mmol) in 1,2-dichloroethane (28 ml) were added NBS (1.07 g, 6.01 mmol) and 2,2′-azobis(2,4-dimethylvaleronitrile) (67.3 mg, 0.271 mmol), followed by stirring at 80° C. for 1 hour. During the reaction, 2,2′-azobis(2,4-dimethylvaleronitrile)(134 mg, 0.540 mmol) was additionally added in two portions. After completion of the reaction, the reaction solution was concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluent; hexane:ethyl acetate=5:1→0:1 (V/V)), and fractions containing the desired compound were concentrated under reduced pressure to afford the title compound (449 mg) as a slightly brown solid. (Yield: 33%)

1. additionwas additionally added in two portions
2. customAfter completion of the reaction
3. concentrationthe reaction solution was concentrated under reduced pressure
4. additioncontaining the desired compound
5. concentrationwere concentrated under reduced pressure

ORD-Eintrag

ord-0c60ae7648574c2893b4f1b0fce6a5fa

Quelldatensatz

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08685986B2