Ethyl chloroformate → HCID 14772178, compound

Participants

Reaction Steps

To a solution of 5.58 g (0.02 mole) of 5-(2-ethylphenyl)-3-(3-methoxyphenyl)-1H-1,2,4-triazole in 50 ml of anhydrous tetrahydrofuran, 0.66 g (0.02 mole) of an 80% oily suspension of sodium hydride were added. After the hydrogen development had ceased, a solution of 2 ml. (0.02 mole) of ethylchlorocarbonate in 20 ml of anhydrous tetrahydrofuran was added dropwise under stirring and the temperature was kept at 15°-20° C. Stirring was continued for 2,5 hours then, after adding 200 ml of anhydrous diethyl ether, the reaction mixture was filtered under vacuum and the filtrate brought to pH 3 by means of hydrogen chloride. The little amount of unreacted starting triazole which precipitated as the hydrochloride was filtered under vacuum, the filtrate was added with solid sodium bicarbonate and the resulting mixture stirred five minutes. After filtering the inorganic salts, the solution was concentrated to about 30 ml and kept overnight at about -10° C. 3.65 Grams of the compound of the title were obtained. M.p. 80°-82° C. Δ δ=-0.30.

Provenance & Evidence