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This study presents a rapid synthesis of 16 anthranilic acids from isatins using sodium hydroxide and hydrogen peroxide. The efficient method offers high yields, with reaction times varying based on substituent location.

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Area of Science:

  • Organic Chemistry
  • Synthetic Chemistry

Background:

  • Anthranilic acids are valuable intermediates in pharmaceuticals and dyes.
  • Efficient synthesis of substituted anthranilic acids remains an area of interest.

Purpose of the Study:

  • To develop a facile and efficient method for synthesizing a series of anthranilic acids.
  • To investigate the influence of substituent position on reaction kinetics.

Main Methods:

  • Treatment of isatins with sodium hydroxide (NaOH) and hydrogen peroxide (H2O2).
  • Room temperature reaction conditions.
  • Monitoring reaction completion based on substituent type.

Main Results:

  • Successful preparation of 16 distinct anthranilic acids.
  • Yields ranging from 51% to 97%.
  • Rapid reaction completion (15 min) for aromatic ring-substituted isatins, while N-substituted isatins required longer (45 min).

Conclusions:

  • The described method provides a high-yielding and rapid route to anthranilic acids.
  • Substituent position significantly impacts reaction time, with N-substitution requiring extended periods.
  • This protocol offers a practical approach for synthesizing diverse anthranilic acid derivatives.