Simple Reduction of Hydantoins with Sodium Borohydride

Jun-Ichi Yamaguchi^*, Emiko Shibuta, Yoshie Oishi

Department of Applied Chemistry, Kanagawa Institute of Technology, Atsugi, Japan.

DOI: 10.4236/ijoc.2014.45031                

Abstract

The reduction of various hydantoins with sodium borohydride gave the corresponding 4-hydroxy- 2-imidazolidinones in high yields. In contrast, reduction employing a boron trifluoride etherate-sodium borohydride system generated 2-imidazolidinones. In both reductions, the reactivity of the hydantoin was dependent on its substituents. The Lewis acid-promoted reactions of a 4-hydroxy-2-imidazolidinone with nucleophiles were also investigated.

Keywords

Hydantoin, Reduction, Imidazolidinone

Conflicts of Interest

The authors declare no conflicts of interest.

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