Bentazon → HCID 20334436, compound

Participants

Reaction Conditions

Reaction Steps

To 200 ml of acetonitrile was added 24 g (0.1 mole) of 3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide and 11.8 g of potassium t-butoxide. The mixture was heated to reflux, cooled to 50° C. and 12.6 g (0.114 mole) of methyl chlorothioformate in 100 ml of acetonitrile was added over a 0.5 hour period. The temperature was maintained at 50°-52 C. Stirring was continued at 50° C. overnight. The mixture was cooled, filtered, and the solvent removed from the filtrate in vacuo. The residual solid was washed with 3-50 ml-portions of methanol to afford 21.7 g of analytically pure S-methyl 3,4-dihydro-3-(1-methylethyl)-4-oxo-1H-2,1,3-benzothiadiazine-1-carbothioate-2,2-dioxide, m.p. 125°-127° C.

Provenance & Evidence