NMR Spectroscopic Studies on the Tautomerism in Schiff Bases of Tenuazonic Acid Analogs
- 1 April 1976
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 49 (4) , 1161-1162
- https://doi.org/10.1246/bcsj.49.1161
Abstract
A NMR spectroscopic study of 15N-enriched Schiff bases of such tenuazonic acid analogs as 3-acetyltetramic acid, 3-acetyltetronic acid, and 3-acetylthiotetronic acid showed the predominance of ketamine forms in their tautomeric equilibria in CDCl3. The ratios of “external tautomers” between two different ketamine forms, as calculated from the 15N–H signal intensities, were compared favorably with the ratios obtained from the ring methylene signals.Keywords
This publication has 7 references indexed in Scilit:
- Studies of Tenuazonic Acid Analogs. I. Synthesis of 5-Substituted 3-(1'-Anilinoethylidene) pyrrolidine-2, 4-dioneCHEMICAL & PHARMACEUTICAL BULLETIN, 1971
- Synthesis and Anti-tumor Activity of Tenuazonic Acid AnaloguesCHEMICAL & PHARMACEUTICAL BULLETIN, 1967
- Spectroscopic Studies on Enols. Part 8. Preferential Ring Enolisation of 2-Formylcyclopentane-1,3-dione.Acta Chemica Scandinavica, 1967
- Spectroscopic Studies of Keto-Enol Equilibria. IX. N15-Substituted Anilides1,2Journal of the American Chemical Society, 1966
- Spectroscopic Studies of Keto-Enol Equilibria. VI. β-Ketoamides and β,β-Diketoamides1The Journal of Organic Chemistry, 1965
- Spectroscopic Studies of Keto-Enol Equilibria. VII. Nitrogen-15 Substituted Schiff BasesJournal of the American Chemical Society, 1964
- PROTON MAGNETIC RESONANCE MEASUREMENTS OF FORMAMIDECanadian Journal of Chemistry, 1960