2,4-Dichlorobenzoic Acid → HCID 762883, compound

Participants

Reaction Conditions

Reaction Steps

A 2.0 L, three-necked, round-bottomed flask equipped with a mechanical stirrer, a condenser containing a nitrogen inlet valve, and a thermometer was charged with 250 g of 2,4-dichlorobenzoic acid, 157.1 g of 2-aminophenol, and 250 mL of polyphosphoric acid. The mixture was heated under nitrogen for 16 h. The solution was cooled to 140° C. and was poured over a chilled 1M aqueous sodium hydroxide solution. The solid brown precipitate was collected by filtration. The material was then vacuum distilled with a head temperature of 160°-180° C. The solid was recrystallized from toluene and dried in a vacuum oven at 80° C. for 12 h. Yield 257 g (74%); mp=130.6-131.3.

Provenance & Evidence