Preparation of triphenyl imidazole

Learn how to prepare triphenyl imidazole from benzyl and benzaldehyde. It has antibacterial and anti-inflammatory activities.

How to prepare triphenyl imidazole?

It is a derivative of imidazole. Imidazole and its derivatives have various applications in organic chemistry, pharmaceuticals, and biochemistry.

Triphenyl imidazole structure

triphenyl imidazole structure

Requirements

  • Benzyl (1 gram).
  • Ammonium acetate (1 gram).
  • Benzaldehyde (2 milliliters).
  • Glacial acetic acid (2 milliliters).
  • Round-bottom flask.
  • Reflux apparatus.
  • Water (150 milliliters).
  • Ammonium hydroxide or sodium carbonate.
  • Toluene.
  • Methanol.

Principle

2,4,5-Triphenyl-1H-imidazole was prepared from benzyl, ammonium acetate and benzaldehyde in the presence of glacial acetic acid.

triphenyl imidazole synthesis
Synthesis

Procedure

  • Take benzyl (1 gm), ammonium acetate (1 gm), benzaldehyde (2 ml), glacial acetic acid (2 ml) in round bottom flask and reflux for 3 hours.
  • Allow reaction mixture to stand to room temperature to attain room temperature.
  • Add 150 ml of water and filter.
  • Neutralize the filtrate with either ammonium hydroxide or sodium carbonate. This will result in a solid, pasty mass. Filter it again.
  • Then the solid mass is washed with toluene and recrystallize from methanol.
  • The final melting point of 2,4,5-tripheny-1H-imidazole is 274-278°C.

Now calculate the percentage yield and theoretical yield and write the report:

Uses: It is mainly used as an antimicrobial agent and anti-inflammatory agent.

ALSO READ Preparation of chlorobutanol from acetone. Preparation of 7-Hydroxy 4-methyl coumarin.

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