Heterocyclic Synthesis with Azides. I. The Reaction of Hydrazoic Acid with Ethoxymethylenemalonate
Reaction of diethyl ethoxymethylenemalonate with sodium azide in trifluoroacetic acid at 20 deg gives ethyl 5-ethoxyisoxazole-4-carboxylate (67percent), diethyl cyanomalonate (21percent) and diethyl ethoxyaminomethylenmalonate (5percent).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.
Donkor, Augustine,Prager, Rolf H.,Thompson, Malcolm J.
p. 1571 - 1576
(2007/10/02)
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