study on the effect of the sulphone group on imides

ABSTRACT

While n-substituted phthalimides can't undergo Perkin condensation, N-[P-tolylsulphonyl] phthalimide [Ib] react with P-nitrophenylacetic acid to give the benzal derivative [II] and with other active methylene compounds to give the anilide derivatives [IV]. With Grignard reagents [Ib] follow in some cases the normal lines as N-substituted phthalimides to give [X] and [XI]. While in other cases [Ib] gave abnormal products as [XII] and [XIII], With P,S[5] [one mole] [Ib] gives the expected monothione [Ic] which with amines gives N-substituted phthalimides [XIV]