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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 5
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SYNTHETIC COMMUNICATIONS REVIEWS

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

ORCID Icon, ORCID Icon & ORCID Icon
Pages 649-658 | Received 25 Aug 2019, Published online: 03 Feb 2020
 

Abstract

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.

Graphical Abstract

Acknowledgment

The authors thank Dr. E. Kübra İnal for performing MS analysis.

Additional information

Funding

Mustafa Güllü and Duygu Bayramoğlu acknowledge here with the support provided by AU-BAP [15L0430001].

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