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The reaction mechanism for the conversion of maleanilic acid to N-phenylmaleimide (24B) proceeds through formation of...

The reaction mechanism for the conversion of maleanilic acid to N-phenylmaleimide (24B) proceeds through formation of a mixed anhydride intermediate (not isolated).

a) Draw the chemical structure of the mixed anhydride intermediate.

b) Write a mechanism for the conversion of the mixed anhydride to N-phenylmaleimide. Be as complete as possible and show electron flow for all steps.

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Answer #1

For the formation of mixed anhydride, acetic anhydride is first reacts with maleanilic acid. Further this mixed anhydride on treatment with base (for example sodium acetate) gives the N-phenylmaleimide. OHacetlic anhydride ·CH3COO Maleanilic acid mixed anhydride Bas 0-0 3Oo Na mixed anhydride mixed anhydride CH3COO N-phenylmal

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