Hydrochloric Acid → 2-Chloro-3-methyl-1-oxo-1lambda~5~-pyridine

Temperature

0 °C

Into a mixture of 2-chloro-3-methylpyridine (12.8 g, 100 mmol), urea hydrogen peroxide addition compound ((NH2)2CO.H2O2, 19.8 g, 210 mmol) and dichloromethane (130 ml) was added dropwise anhydrous trifluoroacetic acid (28.2 ml, 200 mmol) at 0° C. under nitrogen flow, and the reaction mixture was stirred at 0° C. for 1 hour. Then, after stirring for 30 minutes and elevating the reaction temperature to room temperature, an aqueous solution (200 ml) of sodium hydrosulfite (20 g) was added, and the reaction mixture was stirred for 15 minutes. 2N hydrochloric acid (50 ml) was added and the mixture was extracted with dichloromethane (120 ml), and after washed with sodium bicarbonate solution, the mixture was dried over magnesium sulfate and the solvent was evaporated, thereby yielding the title compound (9.00 g, 62.7 mmol, 63%) as a pale yellow solid.

1. stirringThen, after stirring for 30 minutes
2. customto room temperature
3. stirringthe reaction mixture was stirred for 15 minutes
4. extractionthe mixture was extracted with dichloromethane (120 ml)
5. washafter washed with sodium bicarbonate solution
6. dry with materialthe mixture was dried over magnesium sulfate
7. customthe solvent was evaporated

ORD record

ord-ed9b942820084dbeb4e4a32f7027b488

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07781452B2