Phenylmalonyl dichloride reacted with 3-phenylpropynamide to give 4-hydroxy-5-phenyl-2-phenylethynyl-6H-1,3-oxazin-6-one. Treatment of the latter with hydrazine afforded 3,5-disubstituted 1,2,4-triazole. Reactions of 4-hydroxy-5-phenyl-2-phenylethynyl-6H-1,3-oxazin-6-one with methanol and ethanol led to formation of the corresponding malonamic acid esters. The structure of the products was proved by the 1 H and 13 C NMR and IR spectra, quantum-chemical calculations (PM3, MNDO, MINDO3), and some chemical transformations.
Organic chemistryOrganic chemistry Z 0200
Synthesis, Properties, and Biological Activity of 4-Hydroxy-2H-pyran-2-ones andTheir Derivatives -[104 refs.]. -(NOVIKOV, D. V.; YAKOVLEV, I. P.; ZAKHS, V. E.; PREP'YALOV, A. V.; Russ.
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