Azobisisobutyronitrile → 3-Bromo-6-(bromomethyl)pyridazine

A solution of 1.00 g (5.78 mmol) of 3-bromo-6-methylpyridazine and 1.03 g (5.79 mmol, 1.0 eq) of recrystallized N-bromosuccinimide in 20 mL of carbon tetrachloride was added 95 mg of AIBN. The reaction mixture was purged twice with argon and evacuated and set to reflux under argon. After 3 h, the reaction mixture was cooled to room temperature, filtered and the filtrate was concentrated to give a yellow oil. The mixture was directly purified by silica gel chromatography using hexanes/dichloromethane (1:9) as eluant (5×12 cm column), to give a colorless oil, 444 mg, 30% yield.

1. customThe reaction mixture was purged twice with argon
2. customevacuated
3. temperatureto reflux under argon
4. filtrationfiltered
5. concentrationthe filtrate was concentrated
6. customto give a yellow oil
7. customThe mixture was directly purified by silica gel chromatography
8. customto give a colorless oil, 444 mg, 30% yield

ORD record

ord-40267066fa0647ddb8fcea80faa7af00

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07534763B2