The primary product during the acylation of N,N-dimethylhydrazine with anhydrides ofα,β-unsaturated acids is the N,N-dimethylhydrazide of the acid, which at elevated temperatures rearranges to its tautomer — the corresponding 1,1-dimethylpyrazolin-3-oxide.
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Ovsyannikova, L.A., Sokolova, T.A. On the mechanism of formation of 1,1-dimethylpyrazolin-3-oxides. Russ Chem Bull 19, 863–864 (1970). https://doi.org/10.1007/BF00867252
- Elevated Temperature