Dichloroacetyl chloride → HCID 44574296, compound

Temperature

0 °C

5-Amino-2-cyanopyridine (0.500 g, 4.2 mmol) was suspended in dry dichloromethane (10 mL) and triethylamine (0.635 g, 6.3 mmol) was added to it under stirring at 0° C. To the reaction mixture 2,2-dichloroacetyl chloride (0.800 g, 6.3 mmol) was added dropwise under stirring at 0° C. and stirring was further continued for about 10 minutes at about 0° C. and then at room temperature for 4 hours. The reaction mixture was diluted with dichloromethane (50 mL) and washed with saturated sodium bicarbonate solution (50 mL) and water (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated. The crude product was purified using column chromatography (silica gel, 30% ethyl acetate in petroleum ether as an eluent) and further crystallized from ethyl acetate and petroleum ether to obtain the title compound.

1. stirringunder stirring at 0° C.
2. stirringstirring
3. waitat room temperature for 4 hours
4. washwashed with saturated sodium bicarbonate solution (50 mL) and water (50 mL)
5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
6. concentrationconcentrated
7. customThe crude product was purified
8. customfurther crystallized from ethyl acetate and petroleum ether

ORD record

ord-7b615da9ca964f58a008b6ce8b134f6b

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08314103B2