Methyl iodide → Metribuzin

Participants

Reaction Steps

20 g (0.1 mole) of 4-amino-6-tert.-butyl-3-mercapto-1,2,4-triazin-5(4H)-one, the compound of formula (V), were introduced into a mixture of 97 g of 45% strength sodium hydroxide solution and 65 g of water, while stirring. After all of the product had dissolved, 16.5 g of methyl iodide were added in a manner such that internal temperature did not rise above 30° C. When the addition had ended, the reaction mixture was stirred at room temperature for a further 2 hours. The reaction product which had precipitated was then filtered off, washed with 100 ml of water and dried. 17.3 g (81% of theory) of 4-amino-6-tert.-butyl-3-methylthio-1,2,4-triazin-5-(4H)-one, the compound of formula(VI), of melting point 123° 125° C. were obtained.

Provenance & Evidence