CONVENIENT SYNTHESIS OF CROWN ETHERS CONTAINING A HYDRAZINE MOIETY

Article abstract of DOI:10.1016/S0040-4039(00)80819-9

A new class of crown ethers containing a hydrazine moiety was synthesized in only 2, 3, or 4 steps starting from 1,2-diacetylhydrazine or 1,2-diethylhydrazine.Hydrazino-crown ethers with 2 or 4 nitrogen atoms in the ring were obtained by reacting the hydrazine derivatives with 1,11-diiodo-(or dichloro)-3,6,9-trioxaundecane, 4-allyloxymethyl-1,8-diiodo-3,6-dioxaoctane, 3-chloro-2-chloromethyl-1-propene, 1,10-dibenzyl-1,10-diaza-3,7-dioxadecane or diglycolyl dichloride (followed by reduction).The diazahydrazino-19-crown-6 compound formed a complex with methylammonium chloride.