Issue 43, 2016

Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins

Abstract

Mechanochemistry was effective for the preparation of 3,5-disubstituted hydantoins from α-amino methyl esters, using either 1,1′-carbonyldiimidazole (CDI) or alkyl isocyanates. The preparation of the antimicrobial additives, 3-allyl-5,5′-dimethyl hydantoin (ADMH) and 1-chloro-3-ethyl-5,5′-dimethyl hydantoin (CEDMH) were performed by grinding. A chlorination reaction, never described before by mechanochemistry was achieved by Ca(ClO)2, while the preparation of the bioactive anticonvulsant marketed drug ethotoin was achieved by a novel approach based on poly(ethylene) glycol (PEGs) assisted grinding.

Graphical abstract: Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins

Supplementary files

Article information

Article type
Paper
Submitted
03 2月 2016
Accepted
01 4月 2016
First published
08 4月 2016

RSC Adv., 2016,6, 36978-36986

Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins

L. Konnert, M. Dimassi, L. Gonnet, F. Lamaty, J. Martinez and E. Colacino, RSC Adv., 2016, 6, 36978 DOI: 10.1039/C6RA03222B

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