2-Chloronicotinonitrile → 468068-58-8

Sodium methoxide (150 mi of 0.25M solution in methanol, 37.5 mmol) was added to a solution of hydroxylamine hydrochloride (2.8 g, 39.7 mmol) in methanol (150 mL), and the reaction was stirred at room temperature for 30 minutes. The mixture was filtered, then 2-chloro-3-cyanopyridine (5.0 g, 36.1 mmol) was added, the reaction was stirred at room temperature for 16 hours and then heated to reflux for 2 hours. The reaction was cooled to room temperature, concentrated in vacuo to approximately 50 mL and filtered. The filtrate was concentrated to dryness in vacuo, the residue was triturated with dichloromethane and filtered to give the title compound as a white solid (6.2 g).

1. filtrationThe mixture was filtered
2. stirringthe reaction was stirred at room temperature for 16 hours
3. temperatureheated
4. temperatureto reflux for 2 hours
5. temperatureThe reaction was cooled to room temperature
6. concentrationconcentrated in vacuo to approximately 50 mL
7. filtrationfiltered
8. concentrationThe filtrate was concentrated to dryness in vacuo
9. customthe residue was triturated with dichloromethane
10. filtrationfiltered

ORD record

ord-92c9310b65c64afaa27b14d92b4dd2c6

Source dataset

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06821972B2