THE NUCLEOPHILIC-SUBSTITUTION REACTION OF P-CHLORONITROBENZENE WITH N-SUBSTITUTED CYCLIC AMINES UNDER HIGH-PRESSURE

An aromatic nucleophilic substitution (SNAr) reaction of p-chloronitro benzene with N-substituted pyrrolidines under high pressure gave p-pyr rolidinonitribenzene and ring-opening products through quaternary ammo nium salt. The selectivity of dealkylation and ring-opening depends on the electronic and steric factors of N-substituents. The reactions wi th N-methylaziridine and N-methylazetidine gave ring-opening products without affording any demethylation product.