Benzamide, N-(4-amino-5-chloro-2-hydroxyphenyl)- → 2-Benzamido-4-chloro-5-[2-(p-nitrophenoxy]-myristamido]-phenol

Participants

Reaction Conditions

Reaction Steps

An amount of 843 g (2.1 mol) of 2-(p-nitrophenoxy]-myristoyl chloride is added dropwise in 60 min to a cooled (0°-5° C.) solution of 525 g (2 mol) of 2-benzamido-4-chloro-5-aminophenol in 6 l of tetrahydrofuran and 220 ml of quninoline. The temperature of the reaction mixture is kept below 10° C. The precipitate of quinoline hydrochloride is filtered off. The filtrate is concentrated by evaporation. The residual oil is poured out in 5 l of hot (50° C.) acetonitrile. Upon cooling to 5° C. a precipitate forms, whch is filtered, dried, and recrystallized from boiling isopropyl ether.

Provenance & Evidence