Hydrochloric Acid → HCID 178468329, compound

Participants

Reaction Steps

To a cold (0° C.) solution of 80 ml. of concentrated hydrochloric acid and 300 ml. of water, there is added a solution of 49.2 g. (0.305 mole) of m-trifluoromethylaniline and then a solution of 22.1 g. (0.32 mole) of sodium nitrite in 100 ml. of water. The resulting benzenediazonium chloride solution is filtered to remove a small amount of insoluble material. To this solution is added 100 g. of sodium acetate followed by a solution of 30.5 g. (0.305 mole) of 2,4-pentanedione and 12.2 g. (0.305 mole) of sodium hydroxide in 150 ml. of water. After about 0.5 hour the solids that form are filtered, washed with water, partly dried on the filter funnel and recrystallized from 450 ml. of ethanol to yield 76.6 g. (92% yield) of product (III), melting at 107.5° to 109° C. An analytical sample is obtained by recrystallization from ethanol to give pure 2,3,4-pentanetrione 3 -[(α,α,α-trifluoro-m-tolyl)hydrazone] (III), melting at 108 to 109.5°C. with slight softening at 102° C.

Provenance & Evidence