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An Efficient Synthesis of Long-Chain Alkyl Sulphonated Acrylamides
Corresponding Author(s) : Hong Chen
Asian Journal of Chemistry,
Vol. 25 No. 6 (2013): Vol 25 Issue 6
Abstract
Long-chain alkyl sulphonated acrylamides can be synthesized via the Ritter reaction using acrylamide and acetic acid as promoters. This protocol has the advantages of easier work-up, higher yields and lower costs.
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- L.E. Karlsson, B. Wesslén and P. Jannasch, Electrochim. Acta, 47, 3269 (2002).
- J. Xu, Y. Wu, C.X. Wang and Y.P. Wang, J. Polym. Res., 16, 569 (2009).
- A. Rabiee, J. Vinyl Additive Technol., 16, 111 (2010).
- H.M. Li, J. Zhuang, H.B. Liu, L. Feng and W. Dong, Polym. Eng. Sci., 52, 431 (2012).
- P. Theerthagin, A. Lalitha and P.N. Arunachalam, Tetrahedron Lett., 51, 2813 (2010).
- F. Schweizer, A. Lohse and A. Otter, Synlett, 2001, 1434 (2001).
- V. Nair, R. Rajian and N.P.A. Rath, Org. Lett., 4, 1575 (2002).
- P. Dawar, M.B. Raju and R.A. Ramakrishna, Tetrahedron Lett., 52, 4262 (2011).
- H.S. Killam, US Patent 3544597 (1970).
- F.R. Benson and J.J. Ritter, J. Am. Chem. Soc., 71, 4128 (1949).
- A. Guérinot, S. Reymond and J. Cossy, Eur. J. Org. Chem., 2012, 19 (2012).
- B. Anxionnat, A. Guérinot, S. Reymond and J. Cossy, Tetrahedron Lett., 50, 3470 (2009).
- J.C. Baum, J.E. Milne, J.A. Murry and O.R. Thiel, J. Org. Chem., 74, 2207 (2009).
- I.R. Morgan, A. Yazici, S.G. Pyne and B.W. Skelton, J. Org. Chem., 73, 2943 (2008).
- B. Das, K. Laxminarayana, P. Thirupathi and B. Ramarao, Synlett, 3103 (2007).
- K.V. Katkar, P.S. Chaudhari and K.G. Akamanchi, Green Chem., 13, 835 (2011).
- R.B.V. Subba, K. Ramesh, A.V. Gnesh, K.G.G.K.S. Narayana, J.S. Yadav and R. Grée, Tetrahedron Lett., 52, 495 (2011).
- T. Toshihiro, K. Yoshifumi and N. Keitsugu, US Patent 4026926 (1977).
- D. Dragan, RO Patent 104749 (1994).
References
L.E. Karlsson, B. Wesslén and P. Jannasch, Electrochim. Acta, 47, 3269 (2002).
J. Xu, Y. Wu, C.X. Wang and Y.P. Wang, J. Polym. Res., 16, 569 (2009).
A. Rabiee, J. Vinyl Additive Technol., 16, 111 (2010).
H.M. Li, J. Zhuang, H.B. Liu, L. Feng and W. Dong, Polym. Eng. Sci., 52, 431 (2012).
P. Theerthagin, A. Lalitha and P.N. Arunachalam, Tetrahedron Lett., 51, 2813 (2010).
F. Schweizer, A. Lohse and A. Otter, Synlett, 2001, 1434 (2001).
V. Nair, R. Rajian and N.P.A. Rath, Org. Lett., 4, 1575 (2002).
P. Dawar, M.B. Raju and R.A. Ramakrishna, Tetrahedron Lett., 52, 4262 (2011).
H.S. Killam, US Patent 3544597 (1970).
F.R. Benson and J.J. Ritter, J. Am. Chem. Soc., 71, 4128 (1949).
A. Guérinot, S. Reymond and J. Cossy, Eur. J. Org. Chem., 2012, 19 (2012).
B. Anxionnat, A. Guérinot, S. Reymond and J. Cossy, Tetrahedron Lett., 50, 3470 (2009).
J.C. Baum, J.E. Milne, J.A. Murry and O.R. Thiel, J. Org. Chem., 74, 2207 (2009).
I.R. Morgan, A. Yazici, S.G. Pyne and B.W. Skelton, J. Org. Chem., 73, 2943 (2008).
B. Das, K. Laxminarayana, P. Thirupathi and B. Ramarao, Synlett, 3103 (2007).
K.V. Katkar, P.S. Chaudhari and K.G. Akamanchi, Green Chem., 13, 835 (2011).
R.B.V. Subba, K. Ramesh, A.V. Gnesh, K.G.G.K.S. Narayana, J.S. Yadav and R. Grée, Tetrahedron Lett., 52, 495 (2011).
T. Toshihiro, K. Yoshifumi and N. Keitsugu, US Patent 4026926 (1977).
D. Dragan, RO Patent 104749 (1994).