1H-1,2,4-Triazole → 4-Ethyl-6-(1,2,4-triazol-1-yl)pyrimidine

A mixture of 4-chloro-6-ethylpyrimidine (1.42 g, 10 mmol) and 1H-1,2,4-triazole (1.4 g, 20 mmol) was heated to 120° C. with stirring to give a yellow oil, which deposited an orange solid. The mixture was maintained at 120° C. for 0.2 hours, cooled to 70° C. and dissolved in methanol (10 ml). The solution was diluted with dichloromethane (50 ml) and was washed with saturated sodium bicarbonate solution (20 ml). The aqueous phase was extracted with dichloromethane (2×20 ml) and the combined organic layers were dried (MgSO4) and evaporated under reduced pressure. The crude product was purified by column chromatography on silica by elution with ethyl acetate to give the title compound (1.44 g, 82%) as a yellow solid, m.p. 75-76° C., which was characterised by 1H-N.M.R. spectroscopy.

1. customto give a yellow oil, which
2. temperatureThe mixture was maintained at 120° C. for 0.2 hours
3. temperaturecooled to 70° C.
4. washwas washed with saturated sodium bicarbonate solution (20 ml)
5. extractionThe aqueous phase was extracted with dichloromethane (2×20 ml)
6. dry with materialthe combined organic layers were dried (MgSO4)
7. customevaporated under reduced pressure
8. customThe crude product was purified by column chromatography on silica by elution with ethyl acetate

ORD record

ord-f25f375d64184046b6faf5983d5f1c54

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06015825