4-Nitroaniline → N-(4-Nitrophenyl)octadecanamide

Participants

Reaction Steps

In a three necked flask equipped with a dropping funnel, a thermometer and a reflux condenser, 138 g of p-nitroaniline was dissolved in a mixed solvent consisting of 200 ml of tetrahydrofuran and 140 ml of pyridine while passing nitrogen gas through the flask. Then, 333 g of octadecanoylchloride placed in the dropping funnel was gradually dropped into the flask over a time span of 20 minutes, while stirring the reaction mixture. After the completion of the dropping, the reaction mixture was further stirred for 2 hours. A solid reaction product was produced. The solid reaction product was collected by filtering, the filtrate was concentrated under a reduced pressure to produce crystals. The crystals were collected and recrystallized from ethyl alcohol. As a result, 364 g of 4'-nitro-n-octadecaneanilide was obtained at a yield of 90%.

Provenance & Evidence