
%0 Journal Article
%A Donkor, A 
%A Prager, RH 
%A Thompson, MJ 
%T Heterocyclic Synthesis With Azides. I. The Reaction of Hydrazoic Acid With Ethoxymethylenemalonate
%J Australian Journal of Chemistry
%D 1992/10/01
%V 45
%N 10
%P 1571-1576
%K 
%R https://doi.org/10.1071/CH9921571
%U https://www.publish.csiro.au/paper/CH9921571 
%X Reaction of diethyl ethoxymethylenemalonate with sodium azide in trifluoroacetic acid at 20º gives ethyl 5-ethoxyisoxazole-4-carboxylate (67%), diethyl cyanomalonate (21%) and diethyl ethoxyaminomethylenemalonate (5%). The last compound and its tautomer are converted into ethyl 1-ethoxy-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate. The product structures have been confirmed by synthesis or degradation. 
