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Molecules 2004, 9(10), 867-875; doi:10.3390/91000867
Article

Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-3,5-dihydro-4H-imidazol-4-ones.

1, 2 and 1,*
1 Université de Rennes 1, Institut de Chimie, Synthèse & Electrosynthèses Organiques 3, UMR 6510, Bât. 10A, Campus de Beaulieu, Avenue du Général Leclerc, CS 74205, 35042 RENNES Cedex, France 2 Université de Rennes1, Institut de Chimie, Organométalliques et Catalyse : Chimie et Electrochimie Moléculaire, UMR 6509, Campus de Beaulieu, Avenue du Général Leclerc, Bât. 10A, CS 74205, 35042 RENNES Cedex, France
* Author to whom correspondence should be addressed.
Received: 22 July 2004 / Accepted: 3 September 2004 / Published: 30 September 2004
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Abstract

A new route to 5-(imidazolidin-2-ylidene)-2-methylsulfanyl-3,5-dihydro-imidazol-4-ones 4a-c using ketene dithioacetal intermediates 3a-c is described. Thereactivity of thiohydantoin derivatives 2a-c towards N,N-dimethylformamide diethylacetal(DMF-DEA) was also explored using solvent-free technique under microwave irradiation(μω). The 1H- and 13C-NMR spectra of some representative products are discussed.
Keywords: Thiohydantoins; ketene dithioacetal; dimethylformamide diethylacetal; microwave irradiation. Thiohydantoins; ketene dithioacetal; dimethylformamide diethylacetal; microwave irradiation.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Chérouvrier, J.-R.; Carreaux, F.; Bazureau, J.P. Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-3,5-dihydro-4H-imidazol-4-ones.. Molecules 2004, 9, 867-875.

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