Microwave-assisted Synthesis of Triazones and 4-Oxo-oxadiazinane in Dry Media

(Note: The full text of this document is currently only available in the PDF Version )

Saeed Balalaie, Mehri S. Hashtroudi and Ali Sharifi


Abstract

Three component condensation of N,N′-dimethylurea, paraformaldehyde and primary amines using montmorillonite K-10 in dry media under microwave irradiation leads to triazones 5a–f in high yields.


References

  1. R. A. Abramovitch, Org. Prep. Proc. Int., 1991, 23, 683 CAS; D. M. P. Mingos and D. R. Baghurst, Chem. Soc. Rev., 1991, 20, 1 RSC; S. Caddick, Tetrahedron, 1995, 51, 10403 CrossRef; C. R. Strauss and R. W. Trainer, Aust. J. Chem., 1995, 48, 1665 CrossRef CAS.
  2. L. Deloude and P. Laszlo, J. org. Chem., 1996, 61, 6360 CrossRef CAS; R. S. Varma and R. Dahiya, SynLett, 1997, 857 CAS; R. S. Varma and H. M. Meshram, Tetrahedron Lett., 1997, 38, 7973 CrossRef CAS.
  3. R. L. Augustine, Heterogenous Catalysis for the Synthetic Chemist, Marcell Decker Inc., New York, 1996, pp. 579–584 Search PubMed; K. Smith, Solid Supports and Catalysts in Organic Synthesis, Ellis Harwood, Chichester, 1992 Search PubMed; B. Perio, M. J. Dozias, P. Jacquault and J. Hamelin, Tetrahedron Lett., 1997, 38, 7867 Search PubMed; S. Jolivet-Fauchet, J. Hamelin, F. Texier-Boullet, L. Toupet and P. Jacquault, Tetrahedron, 1998, 54, 4561 Search PubMed; K. Toshima, Y. Ushilci, G. Matsuo and S. Matsumura, Tetrahedron Lett., 1997, 38, 7375 CrossRef CAS.
  4. H. Peterson, Synthesis, 1973, 243 CrossRef.
  5. D. E. Hardies and D. K. Krass, US Pat., 4150220, 1979(Chem. Abstr., 1979, 91, P57062e) Search PubMed.
  6. D. E. Hardies, US Pat., 4152516, 1979(Chem. Abstr., 1979, 91, P57063f) Search PubMed.
  7. S. Knapp, J. J. Hale, M. Bastos, A. Molina and K. Yu, J. Org. Chem., 1992, 57, 6239 CrossRef CAS.
  8. S. Knapp, J. J. Hale, M. Bastos and F. S. Gibson, Tetrahedron Lett., 1990, 31, 2109 CrossRef CAS.
  9. V. J. Jasys et al., Tetrahedron Lett., 1988, 29, 6223 CrossRef; B. Carboni, M. Vaultier and R. Carrie, Tetrahedron Lett., 1988, 29, 1279 CrossRef CAS; R. J. Bergeron and J. S. McManis, J. Org. Chem., 1988, 53, 3108 CrossRef CAS; S. Knapp and A. T. Levorse, Tetrahedron Lett., 1987, 28, 3213 CrossRef CAS.
  10. E. F. Hawkins, US Pat., 4778510, 1988 Search PubMed.
  11. B. R. Larsen, F. M. Nicolaisen and T. Nielsen, J. Mol. Struct., 1976, 32, 247 CrossRef CAS.
Click here to see how this site uses Cookies. View our privacy policy here.