Abstract
The kinetics of enolization and degradation ofN‐(5‐methyl‐4‐isoxazolyl)‐4‐amino‐1,2‐naphthoquinone (1) was investigated in aqueous solutions over a pH range of 7.30 to 12.25, at 35 °C and at constant ionic strength (μ = 0.5) using reversed‐phase HPLC. Pseudo‐first‐order kinetics was observed throughout the pH range studied. The rate of enolization (ke), the keto–enol equilibrium constant (kt), and specific base catalysis rate constant (kOH) were determined. Good agreement between the theoretical pH–rate profile and the experimental data supports the proposed transformation process. The average recovery for1and its tautomerization product 2‐hydroxy‐N‐(5‐methyl‐4‐isoxazolyl)‐1,4‐naphthoquinone 4‐imine (2) from mixtures of different composition was evaluated.
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