MALAYSIAN JOURNAL OF CHEMISTRY (MJChem)

MJChem is double-blind peer reviewed journal published by the Malaysian Institute of Chemistry (Institut Kimia Malaysia) E-ISSN: 2550-1658

Synthesis and Characterization of Amino Acid-Derived Hydantoins

Ee-Zhen Chin
Tunku Abdul Rahman University College
Siow-Ping Tan
Tunku Abdul Rahman University College
Sook-Yee Liew
University of Malaya
Thomas Kurz
Heinrich-Heine Universität Düsseldorf

Keywords: Alanine; glycine; phenylalanine; hydantoins; Urech hydantoin synthesis

Abstract

The Urech hydantoin synthesis is the chemical reaction of amino acids with potassium cyanate and hydrochloric acid, which allows access to hydantoins and its derivatives. Most of them are biologically active with varieties of structural diversity that make them synthetically attractive. A series of hydantoins were synthesized from various α-amino acids in a reaction with hydrochloric acid and ethanol as the first step, and with potassium cyanate as the second step for the formation of ureido derivatives. Lastly, the cyclization of ureido derivatives yielded the desired hydantoin products. All hydantoins were obtained in a good yield and fully characterized by NMR and IR spectroscopy. This strategy provides a variety of biologically significant hydantoin derivatives.

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Published 29 June 2021


Issue Vol 23 No 2 (2021): Malaysian Journal of Chemistry

Section Article