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Convenient synthesis of crown ethers containing a hydrazine moiety

✍ Scribed by Jerald S. Bradshaw; Krzysztof E. Krakowiak; Geng Wu; Reed M. Izatt

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
258 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 l,ll-diiodo-(or dichloro)-3,6,9_trioxaundecane, 4-allyloxymethyl-1,8-diiodo-3,6-dioxaoctane, 3-chloro-2-chloromethyl-l-propene, l,lO-dibenzyl-l,lO-diaza-3,7-dioxadecane or diglycolyl dichloride (followed by reduction).

The diazahydrazino-19-crown-6 compound formed a complex with methylammonium chloride.

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