Acetonitrile → 4-Chloro-2-pyridinecarbonitrile

4-Chloropyridine N-oxide (7.53 g, 58.1 mmol) and N,N-dimethylcarbamoyl chloride (9.36 g, 87.0 mmol) were added to acetonitrile (200 ml), and trimethylsilyl cyanide (11.5 g, 116 mmol) was added dropwise thereto. The mixture was stirred at room temperature for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine and dried over magnesium sulfate. The solvent was evaporated, and the residue was subjected to a silica gel (200 g) column chromatography. The fractions eluted with n-hexane-ethyl acetate (3:1, v/v) were collected, concentrated to give the titled compound (8.05 g, 99%) as a pale yellow oil.

1. additionwas added dropwise
2. washThe organic layer was successively washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
3. dry with materialdried over magnesium sulfate
4. customThe solvent was evaporated
5. washThe fractions eluted with n-hexane-ethyl acetate (3:1
6. customv/v) were collected
7. concentrationconcentrated

ORD-Eintrag

ord-7f4e590a42eb464a985f628d7d5622a1

Quelldatensatz

uspto-grants-2008_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07399759B2