A practical synthesis of novel hydroxyl‐substituted macrocyclic tri‐, tetra‐ and hexa‐mines

Macrocyclic tri‐ and tetra‐amines containing a hydroxyl group in the ring have been preparad in moderate yields by a 1:l cyclocondensation of 1,3‐dichloro‐2‐propanol with the disodium salt of N ‐tosylated diethylenetriamine and triethylenetetraamine. In the case of condensation of 1,3‐dichloro‐2‐propanol with the disodium salt of N ‐tosylated diethylenetriamine, the 2:2 cyclocondensation product, dihydroxyl macrocyclic hexaamine, was also isolated.