Ammonium Chloride → 6-Chloro-3-pyridinecarbonitrile

In a 200-ml reaction flask equipped with a thermometer, a Dimroth condenser and a stirrer were fed 46 g (0.2 mole) of 2-chloro-5-trichloromehtylpyridine, 16 g (0.3 mole) of ammonium chloride and 0.23 g (0.5% by weight) of cupric oxide. The mixture was reacted at 200° C. for 12 hours. The reaction mixture was cooled. At 130° C., 100 ml of xylene was added into the reaction flask. The mixture was cooled further. At 60° C., the mixture was filtered to remove a copper salt and excessive ammonium chloride. The filtrate (xylene layer) was concentrated. The resulting concentrate was subjected to distillation to obtain 20.3 g of 2-chloro-5-cyanopyridine as a fraction having a boiling point of 146°-150° C./15 mmHg. [Yield: 73.3%, colorless crystals having a melting point of 117°-118° C. (crystallization took place after distillation)]

1. customIn a 200-ml reaction flask
2. customequipped with a thermometer
3. customThe mixture was reacted at 200° C. for 12 hours
4. temperatureThe reaction mixture was cooled
5. temperatureThe mixture was cooled further
6. filtrationAt 60° C., the mixture was filtered
7. customto remove a copper salt and excessive ammonium chloride
8. concentrationThe filtrate (xylene layer) was concentrated
9. concentrationThe resulting concentrate
10. distillationwas subjected to distillation

ORD-Eintrag

ord-d1521787264849a985c23acfb0663c47

Quelldatensatz

uspto-grants-1997_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05675012