5-Chloro-2-hydroxy-N-(2,2,2-trichloro-1-hydroxyethyl)benzamide → 5-Chloro-N-(2,2-dichloroethenyl)-2-hydroxybenzamide

Participants

Reaction Conditions

Reaction Steps

Thirty (30) g (0.09 mol) of N-(1'-hydroxy-2',2',2'-trichloroethyl)-5-chlorosalicylamide were dissolved in 150 ml of acetic acid. Nine point two (9.2) g (0.14 mol) of zinc powder were added into the solution under stirring at the temperature from 20° to 40° C and the reaction was continued for 4 hours at the same temperature. The temperature was finally raised at 80° C and then excess zinc was removed by filtration. The filtrate was cooled to obtain 28 g of crystals of N-(2',2'-dichlorovinyl)-5-chlorosalicylamide was obtained. Melting point of it was 208°-210° C.

Provenance & Evidence