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Keywords = Bucherer–Bergs reaction

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8 pages, 2121 KiB  
Communication
A New Synthetic Route for Preparation of 5-Methyl-5-Benzylhydantoin: X-Ray Analysis and Theoretical Calculations
by Emiliya Cherneva, Rossen Buyukliev, Boris Shivachev, Rusi Rusew and Adriana Bakalova
Molbank 2025, 2025(1), M1956; https://doi.org/10.3390/M1956 - 22 Jan 2025
Viewed by 1019
Abstract
The aim of this study was to use a different synthetic route for the preparation of 5-methyl-5-benzyl hydantoin by modifying the Bucherer–Berg reaction. This different route for the synthesis led to improvement in reaction time, purity of the compound, and practical yield. The [...] Read more.
The aim of this study was to use a different synthetic route for the preparation of 5-methyl-5-benzyl hydantoin by modifying the Bucherer–Berg reaction. This different route for the synthesis led to improvement in reaction time, purity of the compound, and practical yield. The synthesized compound was characterized spectroscopically by IR, 1H, 13C NMR, and mass spectrometry. The X-ray diffraction method was used to determine the chemical structure. The experimental data from X-ray analysis were compared with theoretically calculated data by DFT analysis. Full article
(This article belongs to the Section Structure Determination)
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33 pages, 9178 KiB  
Review
The Bucherer–Bergs Multicomponent Synthesis of Hydantoins—Excellence in Simplicity
by Martin Kalník, Peter Gabko, Maroš Bella and Miroslav Koóš
Molecules 2021, 26(13), 4024; https://doi.org/10.3390/molecules26134024 - 30 Jun 2021
Cited by 41 | Viewed by 8423
Abstract
Hydantoins and their hybrids with other molecules represent a very important group of heterocycles because they exhibit diverse biological and pharmacological activities in medicinal and agrochemical applications. They also serve as key precursors in the chemical or enzymatic synthesis of significant nonnatural α-amino [...] Read more.
Hydantoins and their hybrids with other molecules represent a very important group of heterocycles because they exhibit diverse biological and pharmacological activities in medicinal and agrochemical applications. They also serve as key precursors in the chemical or enzymatic synthesis of significant nonnatural α-amino acids and their conjugates with medical potential. This review provides a comprehensive treatment of the synthesis of hydantoins via the Bucherer–Bergs reaction including the Hoyer modification but limited to free carbonyl compounds or carbonyl compounds protected as acetals (ketals) and cyanohydrins used as starting reaction components. In this respect, the Bucherer–Bergs reaction provides an efficient and simple method in the synthesis of important natural products as well as for the preparation of new organic compounds applicable as potential therapeutics. The scope and limitations, as well as a comparison with some other methods for preparing hydantoins, are also discussed. Full article
(This article belongs to the Section Organic Chemistry)
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1 pages, 118 KiB  
Short Note
5-(1-Acetamido)benzyl-5-methyl Imidazolidin-2,4-dione
by S. Thennarasu and P. T. Perumal
Molbank 2003, 2003(3), M326; https://doi.org/10.3390/M326 - 3 May 2003
Cited by 1 | Viewed by 2810
Abstract
A general two-step method for the synthesis of 5,5-disubstituted imidazolidin-2,4-diones has been reported elsewhere [1].[...] Full article
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