Preprint Article Version 1 This version is not peer-reviewed

Optimized Synthesis of Dinitrochalcones via Ultrasonic Bath in a Cyclohexane-Methanol Solvent System

Version 1 : Received: 28 October 2024 / Approved: 29 October 2024 / Online: 30 October 2024 (05:25:07 CET)

How to cite: Hidalgo, A. Y.; Torres-Sauret, Q.; Lobato-García, C. E.; Ramos-Rivera, E. M.; Roa de la Fuente, L. F.; Gómez-Rivera, A.; Vilchis-Reyes, M. Á.; Alarcón-Matus, E.; Hernández-Abreu, O.; Romero-Ceronio, N. Optimized Synthesis of Dinitrochalcones via Ultrasonic Bath in a Cyclohexane-Methanol Solvent System. Preprints 2024, 2024102259. https://doi.org/10.20944/preprints202410.2259.v1 Hidalgo, A. Y.; Torres-Sauret, Q.; Lobato-García, C. E.; Ramos-Rivera, E. M.; Roa de la Fuente, L. F.; Gómez-Rivera, A.; Vilchis-Reyes, M. Á.; Alarcón-Matus, E.; Hernández-Abreu, O.; Romero-Ceronio, N. Optimized Synthesis of Dinitrochalcones via Ultrasonic Bath in a Cyclohexane-Methanol Solvent System. Preprints 2024, 2024102259. https://doi.org/10.20944/preprints202410.2259.v1

Abstract

This study describes the efficient synthesis of five dinitrochalcones (DNCH) using an ultrasonic bath as an unconventional method to improve reaction yields and reduce reaction times. The Claisen-Schmidt condensation of nitroacetophenones and nitrobenzaldehydes was carried out in a cyclohexane-methanol solvent system under ultrasonic irradiation, achieving yields between 56% and 92%. The application of ultrasound not only accelerated the reaction but also improved the overall efficiency compared to conventional methods such as magnetic stirring. Characterization of the synthesized compounds was performed by NMR spectroscopy, confirming the consistency of their structures. Thus, it is confirmed that obtaining DNCH with a nitro group in ortho provide by ultrasonic irradiation is an energetically efficient and environmentally friendly alternative.

Keywords

Dinitrochalcones; Ultrasound; Claisen-Schmidt Condensation

Subject

Chemistry and Materials Science, Organic Chemistry

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