Acetyl chloride → 4-Chloro-2-methyl-1-oxo-1lambda~5~-pyridine

15.4 g (0.1 mol) of 2-methyl-4-nitropyridine 1-oxide was added to 78.5 g (1 mol) of acetyl chloride at -10° C. The obtained mixture was stirred under cooling with ice for 0.5 hour. After the completion of the reaction, 300 ml of ice-water was added to the reaction mixture. The obtained mixture was neutralized with sodium carbonate and extracted with chloroform. The extract was dried over magnesium sulfate and filtered. The filtrate was concentrated under a reduced pressure and purified by silica gel column chromatography (ethyl acetate/n-hexane/methanol) to obtain 4.7 g of the title compound.

1. temperatureunder cooling with ice for 0.5 hour
2. additionwas added to the reaction mixture
3. extractionextracted with chloroform
4. dry with materialThe extract was dried over magnesium sulfate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated under a reduced pressure
7. custompurified by silica gel column chromatography (ethyl acetate/n-hexane/methanol)

ORD record

ord-d8b8544f126847a798254d45afe78d9b

Source dataset

uspto-grants-1991_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05045552