Abstract
A highly efficient procedure for the preparation of N,N ′-alkylidenebisamides in the presence of nano-SnCl4.SiO2 as a catalysis described. N,N ′-alkylidenebisamides have been prepared via condensation reaction of various aldehydes and amides. All of the reactions proceeded in high yields and in moderately short reaction times.
Nano-SnCl4.SiO2 as a heterogeneous and reusable catalyst has been used for the synthesis of N,N ′-alkylidenebisamides via condensation of aldehydes and amides. The structures of products have been determined by FT-IR and 1H-NMR spectroscopy. Clean process, simple methodology and easy work-up are some advantages of this protocol.
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References
Chorev M and Goodman M 1993 Acc. Chem. Res. 26 266
Goodman M and Shao H 1996 Pure Appl. Chem. 68 1303
Pallai P V, Struthers R S, Goodman M, Moroder L and Wunsch E 1985 Biochemistry 24 1933
Rodriguez M, Dubreuil P, Bali J P and Martinez J 1987 J. Med. Chem. 30 758
Pernak J, Mrowczynski B and Weglewski J 1994 Synthesis 1415
Anary-Abbasinejad M, Mosslemin M H, Hassanabadi A and Safa S T 2010 Synth. Commun. 40 2209
Shafiee M R 2011 Lett. Org. Chem. 8 562
Wang Q, Sun L, Jiang Y and Li C 2008 Beilstein J. Org. Chem. 4 1
Selvam N P, Saranya S and Perumal P T 2008 Can. J. Chem. 86 32
Harichandran G, Amalraj S D and Shanmugam P 2011 Indian J. Chem. Part B 50 77
Harichandrana G, Amalraja S D and Shanmugam P 2011 J. Iranian Chem. Soc. 8 298
Shafiee M R 2011 J. Saudi Chem. Soc. doi: 10.1016/j.jscs.2011.06.005, in press
Mirjalili1 B F, Bamoniri A and Mirhoseini M A 2012 Chem. Heterocycl. Comp. 48 856
Mirjalili1 B F, Bamoniri A and Mirhoseini M A 2012 J. Nanostruct. 2 241
Mirjalili B F, Hashemi M M, Sadeghi B and Emtiazi H 2009 J. Chinese Chem. Soc. 56 386
Shakeri M S, Tajik H and Niknam K 2012 J. Chem. Sci. 124 1025
Zolfigol M A, Khazaei A, Zare A, Mokhlesi M, Hekmat-Zadeh T, Hasaninejad A, Derakhshan-Panah F, Moosavi-Zare A R, Keypour H, Dehghani-Firouzabadi A A and Merajoddin M 2012 J. Chem. Sci. 124 501
Sadeghi B, Mirjalili B F and Hashemi M M 2008 Tetrahedron Lett. 49 2575
Sadeghi B, Mirjalili B F and Hashemi M M 2008 J. Iranian Chem. Soc. 5 694
Mirjalili B F, Bamoniri A and Akbari A 2008 Tetrahedron Lett. 49 6454
Mirjalili B F, Bamoniri A and Akbari A 2011 Chem. Heterocycl. Comp. 47 487
Mirjalili B F, Bamoniri A and Akbari A 2011 J. Iranian Chem. Soc. 8 S135
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Authors thank the Research Council of Yazd University for the financial support.
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MIRJALILI, B.F., MIRHOSEINI, M.A. Tandem synthesis of N,N′-alkylidenebisamides promoted by nano-SnCl4.SiO2 . J Chem Sci 125, 1481–1486 (2013). https://doi.org/10.1007/s12039-013-0519-2
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DOI: https://doi.org/10.1007/s12039-013-0519-2