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Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis

AUTHORS

Mohammad Reza Shushizadeh 1 , * , Azar Mostoufi 2 , Marjan Fakhrian 3

1

2 Research Center of Marine Pharmaceutical Science, Ahwaz Jundishapur University of Medical Sciences, Ahvaz, Iran

3 Science and Research Branch-Khoozestan, Islamic Azad University, Ahvaz, Iran

How to Cite: Shushizadeh M R, Mostoufi A, Fakhrian M. Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis, Jundishapur J Nat Pharm Prod. 2012 ; 7(4):e74300. doi: 10.17795/jjnpp-3605.

ARTICLE INFORMATION

Jundishapur Journal of Natural Pharmaceutical Products: 7 (4); e74300
Published Online: October 07, 2012
Article Type: Research Article
Received: November 26, 2011
Revised: May 21, 2012
Accepted: June 03, 2012
DOI : 10.17795/jjnpp-3605
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Abstract

Background: Marine sponge/nano-CuO as a natural catalyst efficiently catalyzed the Sulfonylation reaction of p-chlorobenzene sulfonyl chlorides with amines in order to prepare sulfonamides. The advantages included use of a natural catalyst, ease of handling, requirement of a very small amount of catalyst, mild reaction condition and appropriateness to high yield.

Objectives: The current study aimed to look for a solid support reaction and to develop a general, mild and novel method in order to synthesize sulfonamides in the absence of a strong base, it was found that marine sponge/nano-CuO is a natural and efficient catalyst for this method at room temperature.

Materials and Methods: The reaction was carried out simply by addition of amine and p -chlorobenzene sulfonyl chloride to the mixture of Marine sponge powder/nano-CuO in acetonitrile at room temperature. Then the reaction mixture was extracted by CH2Cl2 and was dried over anhydrous magnesium sulfate. Evaporation of the solvent afforded the products.

Results: In this method several derivatives of sulfonamide underwent the reaction of different amines with p-chlorobenzene sulfonyl chloride in the presence of marine sponge/nano-CuO in CH3CN are synthesized.

Conclusions: In conclusion, a new, natural and efficient marine catalyst, and a marine sponge/nano-CuO were developed to synthesize sulfonamide derivatives in CH3CN in 75–93% yields. This method was applied to a wide range of aromatic and aliphatic amines under mild conditions.

Keywords

Marine Sponge Synthesis Nanoparticles Sulfonamides

© 2012, Jundishapur Journal of Natural Pharmaceutical Products. This is an open-access article distributed under the terms of the Creative Commons Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/) which permits copy and redistribute the material just in noncommercial usages, provided the original work is properly cited.

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