Marine Sponge/CuO Nanocrystal: A Natural and Efficient Catalyst for Sulfonamides Synthesis
Mohammad Reza Shushizadeh
1
, *
,
Azar Mostoufi
2
and
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
Jundishapur Journal of Natural Pharmaceutical Products: December 23, 2012, 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
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 .
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.
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