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Biginelli Reaction

March 2, 2013

Biginelli Reaction is a acid-catalyzed three component chemical reaction between β-keto ester, aldehyde and urea to form 3,4-dihydropyrimidin-2(1H)-ones. This reaction is named after a Italian chemist Pietro Biginelli in 1891.

The product find a potential application in pharmaceutical industry. This reaction is catalyzed by Bronstead acid or Lewis acid.

Biginelli reaction

Mechanism of the reaction

  • Condensation reaction takes place between aldehyde and ethyl aceto acetate.
  • The iminium intermediate generated acts as an electrophile for the nucleophilic addition of the ketoester enol.
  • The ketone carbonyl undergoes condensation with urea to give the cyclized product.

Biginelli reaction mechanism

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