Synthesis of Acridine

Synthesis of Acridine covers Bernthsen condensation, Ullmann coupling, and intramolecular cyclization for dyes and drug discovery.

  1. Bernthsen Synthesis (Classical Method)

    • Reactants: Diphenylamine + Carboxylic acid (or acid anhydride)
    • Catalyst: Zinc chloride (ZnCl₂)
    • Conditions: High temperature (~250–270 °C)
    • Reaction:
        • Diphenylamine + Formic acid → Acridine + Water
    • Synthesis of Acridine
      • Mechanism: Involves Friedel–Crafts acylation, cyclization, and dehydration.
  2. From Anthranilic Acid Derivatives

    • Anthranilic acid derivatives condense with aldehydes to give acridone intermediates.
    • Reduction of acridone → Acridine
  3. Industrial Methods

    • Condensation of o-nitrobenzaldehyde with N,N-diarylamines, followed by reduction and cyclization.

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