Ammonia → HCID 15022717, compound

Temperature

25 °C

4.3 g (0.25 mol) of gaseous ammonia were passed over the course of 45 minutes into a stirred mixture of 23.3 g (0.1 mol) of 2,4-dichloro-6-trifluoromethoxypyrimidine and 150 ml of methyl tert.-butyl ether at −50 to −45° C. The mixture was stirred at −50° C. for 30 minutes, at −30° C. for 1 hour and at 25° C. for 1 hour. The precipitate was filtered off with suction, washed with water and dried, resulting in 5.4 g (33.1% of theory) of 4-amino-2,4-dichloropyrimidine of melting point 270-272° C. as by-product. The filtrate was washed with water, dried and concentrated under reduced pressure, and the residue was chromatographed with 5:1 petroleum ether/ether, the initial fractions yielding 3 g (12.8% of theory) of starting material as a colorless oil, and subsequent fractions containing 9 g (42% of theory) of the title compound as colorless crystals of melting point 55-56° C. Conversion was 48.3%.

1. filtrationThe precipitate was filtered off with suction
2. washwashed with water
3. customdried
4. customresulting in 5.4 g (33.1% of theory) of 4-amino-2,4-dichloropyrimidine of melting point 270-272° C. as by-product
5. washThe filtrate was washed with water
6. customdried
7. concentrationconcentrated under reduced pressure
8. customthe residue was chromatographed with 5:1 petroleum ether/ether
9. customthe initial fractions yielding 3 g (12.8% of theory) of starting material as a colorless oil, and subsequent fractions

ORD record

ord-716c2e0ab508499eba5bcb5c4efa0adc

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06235904B1