Sodium hydride → HCID 67345090, compound

3-Amino-1,2,4-triazole (420 mg, 5.0 mmol) was dissolved in DMF (3 mL) under argon atmosphere, sodium hydride (55%, 218 mg, 5.0 mmol) was added at room temperature in small portions and stirred at room temperature for 1 hour. The reaction mixture was cooled to 0° C., 3,5-dichlorobenzyl chloride (977 mg, 5.0 mmol) was added and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was poured onto water and the aqueous phase extracted with ethyl acetate. The combined organic phases were dried over Na2SO4, filtered, the solvents were evaporated and the residue purified by silica gel chromatography using dichloromethane/methanol as eluent. The title compound was obtained as a white solid (357 mg, 29%).

1. temperatureThe reaction mixture was cooled to 0° C.
2. stirringthe reaction mixture was stirred at room temperature for 3 hours
3. additionThe reaction mixture was poured onto water
4. extractionthe aqueous phase extracted with ethyl acetate
5. dry with materialThe combined organic phases were dried over Na2SO4
6. filtrationfiltered
7. customthe solvents were evaporated
8. customthe residue purified by silica gel chromatography

ORD record

ord-7c2054883c4941068ade1b4dc984eaf7

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08486967B2