17th Iranian Seminar Of Organic Chemistry , 2010-10-13

Title : ( Catalyst-free synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines in ionic liquid, [bmim]Br, as an efficient promoting medium )

Authors: Abolghasem Davoodnia , Paria Attar , Hossein Eshghi , Ali Morsali , Niloofar Tavakoli- Hoseini , Afsaneh Tavakoli-Nishaburi ,

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Abstract

The presence of the pyridine ring system in a number of natural products, vitamins, and pharmacologically significant molecules [1] has made it a prime target for scientific research. In particular, 2-amino-3,5-dicarbonitrile-6-thio-pyridines exhibit diverse pharmacological activities and are useful as anti-prion [2], anti-hepatitis B virus [3], and anti-cancer [4] agents. These compounds are generally synthesized via one-pot three-component condensation of an aldehyde, malononitrile and a thiol in the presence of several catalysts such as DABCO or triethylamine [5], piperidine [6], DBU [7], etc. However, some of these methodologies encounter some limitations, such as long reaction times, unsatisfactory yields, harsh reaction conditions, requirement of expensive catalysts and hazardous organic solvents. Herein we wish to report a green and rapid methodology for the synthesis of 2-amino-3,5- dicarbonitrile-6-thio-pyridines by one-pot multi-component reaction of a variety of aryl aldehydes with malononitrile and thiophenol in ionic liquid [bmim]Br as an efficient promoting medium without the use of any catalyst.

Keywords

, 2-amino-3, 5-dicarbonitrile-6-thio-pyridines و one-pot three-component condensationو ionic liquid [bmim]Br
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@inproceedings{paperid:1019065,
author = {Abolghasem Davoodnia and Paria Attar and Eshghi, Hossein and Ali Morsali and Niloofar Tavakoli- Hoseini and Afsaneh Tavakoli-Nishaburi},
title = {Catalyst-free synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines in ionic liquid, [bmim]Br, as an efficient promoting medium},
booktitle = {17th Iranian Seminar Of Organic Chemistry},
year = {2010},
location = {بابلسر, IRAN},
keywords = {2-amino-3;5-dicarbonitrile-6-thio-pyridines و one-pot three-component condensationو ionic liquid [bmim]Br},
}

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%0 Conference Proceedings
%T Catalyst-free synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines in ionic liquid, [bmim]Br, as an efficient promoting medium
%A Abolghasem Davoodnia
%A Paria Attar
%A Eshghi, Hossein
%A Ali Morsali
%A Niloofar Tavakoli- Hoseini
%A Afsaneh Tavakoli-Nishaburi
%J 17th Iranian Seminar Of Organic Chemistry
%D 2010

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