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Molecules 2011, 16(7), 5527-5537; doi:10.3390/molecules16075527

Microwave Assisted Synthesis of Novel Functionalized Hydantoin Derivatives and Their Conversion to 5-(Z) Arylidene-4H-imidazoles

Department of Chemistry, Southern Methodist University, 3215 Daniel Avenue, Dallas, TX 75275, USA
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Received: 24 May 2011 / Revised: 22 June 2011 / Accepted: 27 June 2011 / Published: 29 June 2011
(This article belongs to the Special Issue Microwave Assisted Synthesis)
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Abstract

2-(Alkyl-1-yl)-1H-imidazol-5(4H)-ones 5a–n were synthesized via nucleophilic substitution of the methylsulfanyl group of the corresponding 2-(methylthio)-1H-imidazol-5(4H)-ones 3a–c with suitably substituted secondary amines. The starting 2-thioxo- imidazolidin-4-ones 2a,2b were prepared by condensation of thiohydantoin and benzo[b]-thiophene-3-carbaldehyde or benzofuran-3-carbaldehyde under microwave irracdiation (MW) conditions. 2-Methylthio derivatives 3a–c were prepared by treatment of 2a–b with methyl iodide in the presence of aqueous sodium hydroxide.
Keywords: MW assisted synthesis; hydantoin; arylidene-4H-imidazoles MW assisted synthesis; hydantoin; arylidene-4H-imidazoles
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Kamila, S.; Ankati, H.; Biehl, E.R. Microwave Assisted Synthesis of Novel Functionalized Hydantoin Derivatives and Their Conversion to 5-(Z) Arylidene-4H-imidazoles. Molecules 2011, 16, 5527-5537.

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