Dimethyl Sulfate → HCID 22749104, compound

Participants

Reaction Steps

113 g of 2-(3-chloro-4-methylphenyl)-4-hydroxy-2H-1,2,3-triazole-1-oxide (m.p. 166°-170° with decomp., prepared in accordance with Synthesis 1974 (March), pp. 189-199) are added at room temperature to a solution of 43 g of 85% potassium hydroxide in 750 ml of water. With efficient stirring, 79 g of dimethyl sulphate and simultaneously 55 ml of 30% potassium hydroxide solution are added to the reaction mixture in the course of 15 minutes while maintaining an internal temperature of 25°-35° C. by cooling. The batch is subsequently heated for 1 hour to 45°-50° C., and cooled to room temperature. The solid is then collected with suction, washed with water and dried. One crystallisation from isopropanol yields 30 g of 2-(3-chloro-4-methylphenyl)-4-methoxy-2H-1,2,3-triazole-1-oxide in the form of colourless crystals. Melting point: 106°-108° C.

Provenance & Evidence