Bentazon → HCID 20334435, compound

Participants

Reaction Steps

To 200 ml of acetonitrile was added with stirring 24 g(0.1 mole) of 3-(1-methylethyl)-1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide and 11.8 g (0.105 mole) of potassium t-butoxide. The resultant mixture was heated to reflux, cooled, and 8.0 ml (0.105 mole of methanesulfonyl chloride in 100 ml of acetonitrile was added dropwise over a 0.5 hr period. The mixture was stirred 64 hours, filtered, and the solvent removed from the filtrate in vacuo. The crude product, 31.5 g, was washed with 2-50 ml-portions of methanol to afford 18.8 g of analytically pure 3-(1-methylethyl)-1-methylsulfonyl-1H-2,1,3-benzothiadiazin-4(3H)-one-2,2-dioxide. m.p. 156°-158° C.

Provenance & Evidence