Chloroacetic Acid → (2-Imino-2H-pyridin-1-yl)-acetic acid

Temperatur

90 °C

In a 100 mL round bottom flask, 2-chloroacetic acid (10 g, 106 mmol) in water (16.3 mL) was treated with triethylamine (16.67 mL, 120 mmol) dropwise over 6 minutes. After stirring the reaction at ambient temperature for 10 minutes, 2-aminopyridine (11.76 g, 125 mmol) was added and the mixture was heated at 90° C. for 5 hours. The reaction mixture was cooled to ambient temperature and diluted with ethanol (11 mL). The resulting suspension was stirred in an ice bath for 1 hour and filtered. The solid collected was washed with ˜30 mL cold ethanol and dried under vacuum to constant weight to provide the title compound. MS (DCI(+)) m/e 152.9 (M+H)+.

1. customthe reaction at ambient temperature for 10 minutes
2. temperatureThe reaction mixture was cooled to ambient temperature
3. stirringThe resulting suspension was stirred in an ice bath for 1 hour
4. filtrationfiltered
5. customThe solid collected
6. washwas washed with ˜30 mL cold ethanol
7. customdried under vacuum to constant weight

ORD-Eintrag

ord-d6ac98d55b734229b0349b49bfb0a888

Quelldatensatz

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08354422B2