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

Temperature

10 °C

In a 1-liter (1000-ml) four-necked flask equipped with a stirrer and a thermometer, 105.1 g (1.05 mol) of potassium hydrogencarbonate and 160.2 g (5.0 mol, water content: 530 ppm) of methanol were placed. With stirring at a temperature of not higher than 10° C., 92.2 g (0.5 mol) of cyanuric chloride was added, followed by stirring at 20° C. for 1 hour. Then, the reaction was conducted at 50° C. for 4 hours. The weight of the reaction solution from which a salt formed had been removed was 230 g, and the water content was 79,800 ppm. After *cooling, methanol was distilled off. To the residue, 400 ml of water was added, and the objective product was extracted with 500 ml of ethyl acetate. The organic layer was washed with 400 ml of water and then vacuum concentrated to obtain 72.7 g of 2-chloro-4,6-dimethoxy-1,3,5-triazine as a white solid. The yield was 82.8%. From the gas chromatography analysis, the purity proved to be 94.9% (% by area).

1. customIn a 1-liter (1000-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. distillationmethanol was distilled off
6. additionTo the residue, 400 ml of water was added
7. extractionthe objective product was extracted with 500 ml of ethyl acetate
8. washThe organic layer was washed with 400 ml of water
9. concentrationvacuum concentrated

ORD record

ord-95942d8e73e345c8adbfee6bc221ad57

Source dataset

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06673922B2