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

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

,  and * email
Received: 24 May 2011; in revised form: 22 June 2011 / Accepted: 27 June 2011 / Published: 29 June 2011
(This article belongs to the Special Issue Microwave Assisted Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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
PDF Full-text Download PDF Full-Text [250 KB, uploaded 18 June 2014 19:38 CEST]

Export to BibTeX |
EndNote


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.

AMA Style

Kamila S, Ankati H, Biehl ER. Microwave Assisted Synthesis of Novel Functionalized Hydantoin Derivatives and Their Conversion to 5-(Z) Arylidene-4H-imidazoles. Molecules. 2011; 16(7):5527-5537.

Chicago/Turabian Style

Kamila, Sukanta; Ankati, Haribabu; Biehl, Edward R. 2011. "Microwave Assisted Synthesis of Novel Functionalized Hydantoin Derivatives and Their Conversion to 5-(Z) Arylidene-4H-imidazoles." Molecules 16, no. 7: 5527-5537.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert