Facile sonochemical synthesis of novel pyrazolyne derivates at ambient conditions.

Ultrason Sonochem

Grupo de Investigación en Compuestos Heterocíclicos, Programa de Química, Facultad de Ciencias Básicas, Universidad del Atlántico, Km 7 Antigua vía Puerto Colombia, Barranquilla-Atlántico, Colombia.

Published: July 2013

AI Article Synopsis

  • The Claisen-Schmidt condensation of 4-acetamidoacetophenone with aromatic aldehydes using ultrasonic irradiation produces acetylaminochalcones with yields between 71-90%.
  • These chalcones then react with hydrazine under ultrasonic conditions, along with sodium acetate and acetic acid, to form 3-(4-acetamidophenyl)-5-(aryl)-1-H-pyrazolines, achieving yields of 81-89%.
  • Ultrasonic irradiation improves efficiency, leading to higher yields and shorter reaction times (1.5-2.3 hours) compared to traditional heating methods.

Article Abstract

Claisen-Schmidt condensation reaction of 4-acetamidoacetophenone with aromatic aldehydes under ultrasonic irradiation affords acetylaminochalcones (yields: 71-90%) which also under ultrasonic irradiation and in the presence of sodium acetate and acetic acid aqueous undergo facile and clean cyclocondensation with hydrazine to afford 3-(4-acetamidophenyl)-5-(aryl)-1-H-pyrazolines. The pyrazolines were obtained in good to excellent yields (81-89%), and were characterized by conventional spectral data. The work-up is simple and the results obtained indicate that, unlike classical heating, ultrasonic irradiation results in higher yields, shorter reaction times (1.5-2.3 h) and milder conditions.

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Source
http://dx.doi.org/10.1016/j.ultsonch.2012.11.018DOI Listing

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