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Copyright (c) 2014 Chunhua Ge, Lihua Li, Rui Zhang, Rui Wang, Xiangdong Zhang*
This work is licensed under a Creative Commons Attribution 4.0 International License.
Amidation of Aromatic Amine and Benzoic Acid Under Boric Acid Catalysis
Corresponding Author(s) : Chunhua Ge
Asian Journal of Chemistry,
Vol. 26 No. 20 (2014)
Abstract
Synthesis of amides from the condensation reactions between aromatic amines and benzoic acids in the presence of boric acid is described. Aromatic amines include aniline 1,3-phenylenediamine and 1,4-phenylenediamine. Results indicate that the dehydrative amide procedure can be catalyzed by boric acid under mild conditions. The reaction is simple and the catalyst is readily available.
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- R.V. Hoffman, Organic chemistry:an intermediate text 2nd ed, John Wiley & Sons, Inc., p. 190 (2004).
- S.-Y. Han and Y.-A. Kim, Tetrahedron, 60, 2447 (2004).
- T. Maki, K. Ishihara and H. Yamamoto, Org. Lett., 7, 5043 (2005).
- V.R. Pattabiraman and J.W. Bode, Nature, 480, 471 (2011).
- M.C. Bowden, D. Anthony, D.A. Jackson and A.C. Saint-Dizier, George, Hodges, R. U.S. Patent 8227619 (2011).
- P. Tang, Org. Synth., 81, 262 (2005).
- L.F. Valverde, F.D. Cedillo, L. Tolosa and G. Maldonado, J. Mex. Chem. Soc, 50, 42 (2006).
- K.R. Mylavarapu, K. Gcm, N. Kolla, R. Veeramalla, P. Koilkonda, A. Bhattacharya and R. Bandichhor, Org. Process Res. Dev., 11, 1065 (2007).
- L. Figueroa-Valverde, F. Díaz-Cedillo and E. Garcia-Cervera, E-J. Chem., 9, 27 (2012).
- G. Harichandran, S.D. Amalraj and P. Shanmugam, J. Iran. Chem. Soc, 8, 298 (2011).
- Z. Karimi-Jaberi and H. Fakhraei, Bull. Chem. Soc. Ethiop., 26, 473 (2012).
- P. Tang, Org. Synth., 89, 432 (2012).
- H. Charville, Durham theses, Durham University. Available at Durham E-Theses Online: http://etheses.dur.ac.uk/3416/ (2012).
- K. Ishihara, S. Ohara and H. Yamamoto, J. Org. Chem., 61, 4196 (1996).
References
R.V. Hoffman, Organic chemistry:an intermediate text 2nd ed, John Wiley & Sons, Inc., p. 190 (2004).
S.-Y. Han and Y.-A. Kim, Tetrahedron, 60, 2447 (2004).
T. Maki, K. Ishihara and H. Yamamoto, Org. Lett., 7, 5043 (2005).
V.R. Pattabiraman and J.W. Bode, Nature, 480, 471 (2011).
M.C. Bowden, D. Anthony, D.A. Jackson and A.C. Saint-Dizier, George, Hodges, R. U.S. Patent 8227619 (2011).
P. Tang, Org. Synth., 81, 262 (2005).
L.F. Valverde, F.D. Cedillo, L. Tolosa and G. Maldonado, J. Mex. Chem. Soc, 50, 42 (2006).
K.R. Mylavarapu, K. Gcm, N. Kolla, R. Veeramalla, P. Koilkonda, A. Bhattacharya and R. Bandichhor, Org. Process Res. Dev., 11, 1065 (2007).
L. Figueroa-Valverde, F. Díaz-Cedillo and E. Garcia-Cervera, E-J. Chem., 9, 27 (2012).
G. Harichandran, S.D. Amalraj and P. Shanmugam, J. Iran. Chem. Soc, 8, 298 (2011).
Z. Karimi-Jaberi and H. Fakhraei, Bull. Chem. Soc. Ethiop., 26, 473 (2012).
P. Tang, Org. Synth., 89, 432 (2012).
H. Charville, Durham theses, Durham University. Available at Durham E-Theses Online: http://etheses.dur.ac.uk/3416/ (2012).
K. Ishihara, S. Ohara and H. Yamamoto, J. Org. Chem., 61, 4196 (1996).