Toluene → Butralin

Participants

Reaction Steps

1 gram of 2,6-dinitro-4-tert-butylchlorobenzene was allowed to react with 1 gram of sec-butylamine by adding the amine dropwise to a refluxing mixture of 50 ml. dry toluene, and the 2,6-dinitro-4-tert-butylchlorobenzene. After complete addition, the mixture was refluxed 8 hours, cooled to room temperature, the amine hydrochloride filtered off, and toluene and unreacted amine were removed under reduced pressure. The thick material that resulted was dissolved in hot ethanol and the product was crystallized upon cooling to yield 4-tert-butyl-N-sec-butyl-2,6 -dinitroaniline melting at 60° -62° C.

Provenance & Evidence