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, 44.1 g (0.525 mol) of sodium hydrogencarbonate, 80.1 g (2.5 mol, water content: 560 ppm) of methanol and 100 ml of ethyl acetate 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 solution was refluxed at 62° C. for 10 hours. The weight of the reaction solution from which a salt formed had been removed was 205 g, and the water content was 46,000 ppm. Then, 150 ml of ethyl acetate and 200 ml of water were added, followed by liquid separation. The organic layer was washed with 200 ml of water and then vacuum concentrated to obtain 37.0 g of 2-chloro-4,6-dimethoxy-1,3,5-triazine as a white solid. The yield was 84.3%. From the gas chromatography analysis, the purity proved to be 96.1% (% 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. temperatureThen, the reaction solution was refluxed at 62° C. for 10 hours
4. customThe weight of the reaction solution from which a salt formed
5. customhad been removed
6. additionThen, 150 ml of ethyl acetate and 200 ml of water were added
7. customfollowed by liquid separation
8. washThe organic layer was washed with 200 ml of water
9. concentrationvacuum concentrated

ORD record

ord-685037100a0a443188ed94bcee8689e3

Source dataset

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06673922B2