Open Access
CC BY 4.0 · SynOpen 2023; 07(04): 690-693
DOI: 10.1055/a-2217-6821
letter

New Synthesis of 3-Aminohydantoins via Condensation of Hydrazines with Isocyanates Derived from α-Amino Esters

Authors

  • Houda Bouchnak

    a   Laboratoire de Développement Chimique, Galénique et Pharmacologique des Médicaments LR12ES09, Faculté de Pharmacie, Université de Monastir, Monastir, Tunisia
  • Thierry Ollevier

    b   Département de Chimie, Université Laval, 1045 Avenue de la Médecine, Québec, QC, G1V 0A6, Canada
  • Jamil Kraïem

    a   Laboratoire de Développement Chimique, Galénique et Pharmacologique des Médicaments LR12ES09, Faculté de Pharmacie, Université de Monastir, Monastir, Tunisia

This work was financially supported by the Ministère de l'Enseignement Supérieur et de la Recherche Scientifique Tunisien, the Fonds de recherche du Québec – Nature et technologies (FRQNT) Centre in Green Chemistry and Catalysis (CGCC) Strategic Cluster (FRQNT-2020-RS4-265155-CCVC), and Université Laval.


Graphical Abstract

Abstract

A new, simple, and efficient method for the synthesis of 3-aminohydantoins was reported in two steps, starting from the corresponding l -amino esters. Commercially available α-amino esters were converted into the corresponding isocyanate derivatives, which were then subjected to the condensation reaction with hydrazine hydrate and arylhydrazines, in the presence of DMAP and DIPEA. This method provides the corresponding 3-aminohydantoins in moderate and good yields under a simple and practical protocol.

Supporting Information



Publication History

Received: 17 October 2023

Accepted after revision: 22 November 2023

Accepted Manuscript online:
24 November 2023

Article published online:
11 December 2023

© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)

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