NMR spectroscopic studies of 3-acetyltetramic acid (3-acetyl2,4-azolidinedione), 3-acetyltetronic acid (3-acetyl-2,4-oxolanedione), 3-acetylthiotetronic acid (3-acetyl-2,4-thiolanedione) and their anilides (3-(2-phenyliminoethyl) derivatives) showed variations in the tautomeric equilibria with certain polar solvents. For example, the strong solvation effect of DMSO-d6 causes a predominance of the lactim forms of 3-acetyltetramic acid over the lactam forms and up-field shifts of the enolic protons.
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Saito et al. (1978) studied this question.
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