Sodium Chloride → HCID 12388583, compound

Participants

Reaction Steps

With efficient stirring, 71.5 g of 2-p-tolyl-4-hydroxy-2H-1,2,3-triazole (m.p. 178°-180° C., prepared in accordance with Synthesis 1974 (March), pp. 198-199) are added at room temperature to a mixture of 350 ml of water and 25 g of sodium hydroxide. After half an hour, 64 g of dimethyl sulphate are added dropwise to the reaction mixture over a period of half an hour, in the course of which time the reaction temperature rises to approx. 40° C. and a slighly brownish coloured emulsion forms. After the exothermic reaction has subsided, the mixture is heated for 1 hour to 50°-55° C., then 10 g of calcined sodium carbonate are added and the methylation product is expelled with steam. To the distillate is added 10% sodium chloride and the oily product is taken up in methylene chloride, dried over magnesium sulphate and the solvent is distilled off after filtration. Distillation in vacuo yields 50 g of 2-p-tolyl-4-methoxy- 2H-1,2,3-triazole (b.p. 145°-149° C.) as a slightly yellowish liquid.

Provenance & Evidence