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Ca(HSO4)2 mediated conversion of alcohols into N-substituted amides under heterogeneous conditions: A modified Ritter reaction

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Abstract

Tertiary, secondary, and benzylic alcohols react efficiently with nitriles in the presence of the catalyst calcium hydrogen sulfate, Ca(HSO4)2, to produce amides in high yields. In this study, a modified Ritter reaction using this solid acid catalyst is found to be an environmentally safe method for converting 2,6-bis(hydroxymethyl)-4-halo anisole into the corresponding diamides in CH3CN.

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References

  1. H. Firouzabadi, A.A. Jafari, J. Iran. Chem. Soc. 2 (2005) 85.

    CAS  Google Scholar 

  2. F. Shirini, M.A. Zolfigol, P. Salehi, Curr. Org. Chem. 10 (2006) 2171.

    Google Scholar 

  3. K. Niknam, M.A. Zolfigol, T. Sadabadi, A. Nejati, J. Iran. Chem. Soc. 3 (2006) 318.

    CAS  Google Scholar 

  4. J.J. Ritter, P.P. Minieri, J. Am. Chem. Soc. 70 (1948) 4045

    CAS  Google Scholar 

  5. F.R. Benson, J.J. Ritter, J. Am. Chem. Soc. 71 (1949) 4128.

    CAS  Google Scholar 

  6. J.A. Sanguigni, R.J. Levins, Med. Chem. 7 (1964) 573.

    CAS  Google Scholar 

  7. A. Carcia Martinez, R. Martinez Alvarez, E. Teso Villar, A. Garcia Fraile, M. Hanach, L.R. Subramanian, Tetrahedron Lett. 30 (1989) 581.

    Google Scholar 

  8. D.H.R. Barton, P.D. Magnus, R.N. Young, J. Chem. Soc. Chem. Commun. 331 (1973)

  9. D.H.R. Barton, P.D. Magnus, J.A. Garbarino, R.N. Young, J. Chem. Soc. Perkin Trans. 1 (1974) 2101.

    Google Scholar 

  10. B. Kumar, H. Kumar, N. Singh, Indian J. Chem. 30B (1991) 460.

    CAS  Google Scholar 

  11. H. Firouzabadi, A.R. Sardarian, H. Badparva, Synth. Commun. 24 (1994) 7601.

    Google Scholar 

  12. G.A. Olah, T. Yamato, S. Lyer, Mater Chem. Phys. 17 (1987) 21.

    CAS  Google Scholar 

  13. M. Mukhopadhyay, M.M. Reddy, G.C. Maikap, J. Iqbal, J. Org. Chem. 60 (1995) 2670.

    CAS  Google Scholar 

  14. M. Mukhopadhyay, J. Iqbal, J. Org. Chem. 62 (1997) 1843.

    CAS  Google Scholar 

  15. M.M. Lakouraj, B. Movassagh, J. Fasihi, Synth. Commun. 30 (2000) 821.

    CAS  Google Scholar 

  16. P. Salehi, M.M. Khodaei, M.A. Zolfigol, A. Keyvan, Synth. Commun. 31 (2001) 1947.

    CAS  Google Scholar 

  17. P. Salehi, A. Rostamian Motlagh, Synth. Commun. 30 (2000) 671.

    CAS  Google Scholar 

  18. H. Sharghi, K. Niknam, Iran. J. Chem. s Chem. Eng. 18 (1999) 36.

    CAS  Google Scholar 

  19. T. Nishiguchi, Ch. Kamio, J. Chem. Soc. Perkin Trans. 1 (1989) 707

    Google Scholar 

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Niknam, K., Zolfigol, M.A. & Sadabadi, T. Ca(HSO4)2 mediated conversion of alcohols into N-substituted amides under heterogeneous conditions: A modified Ritter reaction. JICS 4, 199–204 (2007). https://doi.org/10.1007/BF03245967

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  • DOI: https://doi.org/10.1007/BF03245967

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