Reações de 1,2-dicloro-4,5-dinitrobenzeno com aminas: monossubstituição de nitro e dissubstituição de cloro e nitro Reactions of 1,2-dichloro-4,5-dinitrobenzene with amines: monosubstitution of chlorine and disubstitution of chlorine and nitro

Abstract

1,2-dichloro-4,5-dinitrobenzene (DCDNB) reacts with primary and secondary amines, in acetonitrile, at room temperature, to give a monosubstituted nitro product with a yield of 85 to 95%. The chloro-nitro-disubstituted product is formed with excess amine under reflux. Piperidine, pyrroline, dimethylamine and methylamine were the most reactive reagents in both mono- and disubstitution.

Keywords

• 1.2-dichloro-4, 5-dinitrobenzene
• amines
• nucleophilic aromatic substitution