Ultrasound-assisted rapid synthesis of 2-aminopyrimidine and barbituric acid derivatives


Synthetic Communications, vol.50, no.5, pp.649-658, 2020 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 50 Issue: 5
  • Publication Date: 2020
  • Doi Number: 10.1080/00397911.2019.1705349
  • Journal Name: Synthetic Communications
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, EMBASE
  • Page Numbers: pp.649-658
  • Keywords: 2-Aminopyrimidine, barbituric acid, cyclization reaction, sonochemistry
  • Hacettepe University Affiliated: No


© 2020, © 2020 Taylor & Francis Group, LLC.Novel, inexpensive, and relatively expeditious procedure to achieve the synthesis of different 2-aminopyrimidine and barbituric acid derivatives is presented here, starting from readily available compounds such as guanidine hydrochloride, urea, 1,3-dialkylurea, or thiourea. Under ultrasonic irradiation, base-driven (Na2CO3, NaOH, or NaOC2H5) heterocyclization reactions of the aforementioned substrates with diethyl malonate, diethyl-2-alkyl malonate, pentane-2,4-dione, or ethyl-3-oxobutanoate yielded corresponding products. Significant advantages of this sonochemical synthetic protocol with regard to the conventional thermal methods include easy reaction setup and work-up steps, reasonably mild conditions, shorter reaction times (∼30 min) and comparably high product yields. The characterization of the synthesized compounds was based on melting points, FT-IR, GC-MS, 1H-NMR techniques, and the obtained data were also checked from the previously published studies.