Synthesis of Monoaza Crown Ethers from N,N-Di[oligo(oxyalkylene)]amines and Oligoethylene Glycol Di(p-toluenesulfonates) or Corresponding Dichlorides

Monoaza crown ethers were prepared in satisfactory yields by the one-step reaction between diethanolamine or N,N-di[oligo(oxyethylene)]amines and oligoethylene glycol di(p-toluenesulfonates) or corresponding dichlorides in t-butyl alcohol/dioxane in the presence of sodium or potassium t-butoxide. The reaction conditions in the preparation of monoaza 15- and 18-crown ethers were studied. Various monoaza crown ethers having substituents were also prepared and their properties were investigated.