Methyl iodide → Metribuzin

Participants

Reaction Steps

168.6 g (0.84 mol) of 4-amino-6-tert.-butyl-3-mercapto-1,2,4-triazin-5(4H)-one were introduced into a mixture of 820 g of 45% strength sodium hydroxide solution and 550 g of water, while stirring. When the product had dissolved completely, 140 g of methyl iodide were added in a manner such that the internal temperature did not exceed 30° C. When the addition had ended, the reaction solution was stirred for a further two hours at room temperature. Thereafter, the solid formed was filtered off, washed with 1,000 ml of water and dried at 60° C. in a vacuum drying cabinet. 146 g (81% of theory) of 4-amino-6-tert.-butyl-3-methylthio-1,2,4-triazin-5(4H)-one (VIII) of melting point 123°-125° C. were obtained.

Provenance & Evidence