2,6-Dimethylaniline → HCID 53800639, compound

Participants

Reaction Steps

A solution of 6.12 g. (0.025 moles) of 3,4-dichlorobenzoylacrylic acid and 4.0 ml. (3.94 g., 0.0325 moles) of 2,6-xylidine in 125 ml. of tetrahydrofuran is cooled to 5° C. and treated in succession with 3.0 ml. (5 g., 0.0328 moles) of POCl3 and 10 ml. (7.25 g., 0.072 moles) of triethylamine. The temperature rises to 25° C. and then falls to 20° C. After stirring for one hour, the suspension mixture is diluted with water and stripped of solvent. A semi-crystalline solid is obtained which is washed with water, then slurried with ethyl acetate. After filtering and washing with ether, 2.8 g. of 3-(3,4-dichlorobenzoyl)-2',6'-dimethylacrylanilide is obtained having a melting point of 213° C.-215° C.

Provenance & Evidence