Methanol → 2-Chloro-4,6-dimethoxy-1,3,5-triazine

Temperature

10 °C

In a 500-ml four-necked flask equipped with a stirrer and a thermometer, 52.6 g (0.525 mol) of potassium hydrogencarbonate and 160.2 g (water content: 340 ppm, 5.0 mol) of methanol were placed. With stirring at a temperature of not higher than 10° C., 46.1 g (0.25 mol) of cyanuric chloride was added, followed by stirring at 20° C. for 1 hour. Then, the reaction was conducted at 50° C. for 2.5 hours. The weight of the reaction solution from which a salt formed had been removed was 193 g, and the water content was 49,600 ppm. After cooling, methanol was distilled off. To the residue, 200 ml of water was added, and the objective product was extracted with 250 ml of ethyl acetate. The organic layer was washed with 100 ml of water and then vacuum concentrated to obtain 38.8 g of 2-chloro-4,6-dimethoxy-1,3,5-triazine as a white solid. The yield was 88.3%. From the gas chromatography analysis, the purity proved to be 96.0% (% by area).

1. customIn a 500-ml four-necked flask equipped with a stirrer
2. stirringby stirring at 20° C. for 1 hour
3. customThe weight of the reaction solution from which a salt formed
4. customhad been removed
5. temperatureAfter cooling
6. distillationmethanol was distilled off
7. additionTo the residue, 200 ml of water was added
8. extractionthe objective product was extracted with 250 ml of ethyl acetate
9. washThe organic layer was washed with 100 ml of water
10. concentrationvacuum concentrated

ORD record

ord-3c5ff3a7000b40549cab410e27670b9c

Source dataset

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06673922B2