Ring-substituted derivatives of 5,6,11,12-tetrahydrodibenzo[b,f][1,4]-diazocine

Abstract

Ring-substituted derivatives of 5,6,11,12-tetrahydrodibenzo[b,f][1,4]diazocine (IIb) have been prepared by the interaction of substituted NN′-bis-p-tolylsulphonyl-o-phenylenediamines (Ib—e) and αα′-dibromo-o-xylene, and hydrolysis of the products (IIc—f). In general, hydrolysis gives either the free base (IIg—j) or a mixture of this and the 5-p-tolylsulphonyl derivative (IVa—c), depending on the reaction time. The free bases (IIg—i) reacted with paraformaldehyde and with 5-nitro-2-furaldehyde to give bridged-ring compounds (III).