Green synthesis and self-association of 2,4-diamino-1,3,5-triazine derivatives

New Journal of Chemistry

Volumn 28, Issue 8, 2004, Pages 952-958

  Díaz Ortiz, Ángel ^a   Elguero, José ^b   Foces Foces, Concepción ^c   De La Hoz, Antonio ^a   Moreno, Andrés ^a   Del Carmen Mateo, Maria ^a   Sánchez Migallón, Ana ^a   Valiente, Gema ^a  

^a UNIVERSITY OF CASTILLA LA MANCHA   (Spain)

^b INSTITUTO DE QUÍMICA MÉDICA   (Spain)

^c INSTITUTO DE QUÍMICA FÍSICA ROCASOLANO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

2,4 DIAMINO 1,3,5 TRIAZINE DERIVATIVE; CYANAMIDE; DIAMIDE; DICYANODIAMIDE; NITRILE; PHENYL GROUP; PIPERIDINE DERIVATIVE; PYRAZOLE DERIVATIVE; SOLVENT; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL BOND; CRYSTAL STRUCTURE; ENERGY TRANSFER; GREEN SYNTHESIS; MICROWAVE IRRADIATION; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PURIFICATION; REACTION TIME; ROTATION; SELF ASSOCIATION; SYNTHESIS; TEMPERATURE; X RAY ANALYSIS;

EID: 4644247323     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/b315956f     Document Type: Article

References (34)

1. R. Deans, G. Cooke and V. M. Rotello, J. Org. Chem., 1997, 62, 836.
2. Z. Brzozowski, F. Saczewski and M. Gdaniec, Eur J. Med. Chem., 2000, 35, 1053 and references cited therein.
3. J. A. Zerkowski, J. C. MacDonald, C. T. Seto, D. A. Wierda and G. M. Whitesides, J. Am. Chem. Soc., 1994, 116, 2382.
4. Y. W. Cao, X. D. Chai, T. J. Li, J. Smith and D. Q. Li, Chem. Commun., 1999, 1605.
5. L. Brunsveld, J. A. J. M. Vekemans, J. H. K. K. Hirschberg, R. P. Sijbesma and E. W. Meijer, Proc. Natl. Acad. Sci. U. S. A., 2002, 99, 4977.
6. (a) L. J. Prins, D. N. Reinhoudt and P. Timmerman, Angew. Chem., Int. Ed., 2001, 40, 2382;
7. (b) E. A. Archer, H. C. Gong and M. J. Krische, Tetrahedron, 2001, 57, 1139.
8. (a) M. Mascal, J. Hansen, P. S. Fallon, A. J. Blake, B. R. Heywood, M. H. Moorea and J. P. Turkenburg, Chem.-Eur. J., 1999, 5, 381;
9. (b) Y. W. Cao, X. D. Chai, T. J. Li, J. Smith and D. Li, Chem. Commun., 1999, 1605.
10. V. Paraschiv, M. Crego-Calama, R. H. Fokkens, C. J. Padberg, P. Timmerman and D. N. Reinhoudt, J. Org. Chem., 2001, 66, 8297.
11. L. J. Prins, R. Hulst, P. Timmerman and D. N. Reinhoudt, Chem. -Eur. J., 2002, 8, 2288.
12. (a) D. C. Sherrington and K. A. Taskinen, Chem. Soc. Rev., 2001, 30, 83;
13. (b) R. P. Sijbesma and E. W. Meijer, Chem. Commun., 2003, 5.
14. H. Sauriat-Dorizon, T. Maris, J. D. Wuest and G. D. Enright, J. Org. Chem., 2003, 68, 240.
15. A. D. Burrows, C.-W. Chan, M. M. Chowdhry, J. E. McGrady and D. M. P. Mingos, Chem. Soc. Rev., 1995, 329.
16. (a) C. R. Strauss and R. W. Trainor, Aust. J. Chem., 1995, 48, 1665;
17. (b) L. Perreux and A. Loupy, Tetrahedron, 2001, 57, 9199;
18. (c) P. Lidström, J. Tierney, B. Wathey and J. Westman, Tetrahedron, 2001, 57, 9225.
19. (a) A. Loupy, A. Petit, J. Hamelin, F. Texier-Boullet, P. Jacquault and D. Mathé, Synthesis, 1998, 1213;
20. (b) R. S. Varma, Green Chem., 1999, 1, 43.
21. P. T. Anastas and J. C. Warner, Green Chemistry: Theory and Practice, Oxford University Press, New York, 1998.
22. C.-W. Chan, D. M. P. Mingos, A. J. P. White and D. J. Williams, Polyhedron, 1996, 15, 1753.
23. J. Catalán, J. L. M. Abboud and J. Elguero, Adv. Heterocycl. Chem., 1987, 41, 187.
24. G. Rothenberg, A. P. Downie, C. L. Raston and J. L. Scott, J. Am. Chem. Soc., 2001, 123, 8701.
25. (a) I. Ghiviriga and D. C. Oniciu, Chem. Commun., 2002, 2718;
26. (b) A. Díaz-Ortiz, J. Elguero, C. Foces-Foces, A. de la Hoz, A. Moreno, S. Moreno, A. Sánchez-Migallón and G. Valiente, Org. Biomol. Chem., 2003, 1, 4451.
27. H. E. Birkett, J. C. Cherryman, A. M. Chippendale, J. S. O. Evans, R. K. Harris, M. James, I. J. King and G. J. McPherson, Magn. Reson. Chem., 2003, 41, 324.
28. J. Sandström, in Dynamic NMR Spectroscopy, Academic Press, New York, 1982.
29. F. H. Allen, J. E. Davies, J. J. Galloy, O. Johnson, O. Kennard, C. F. Macrae, E. M. Mitchell, J. F. Mitchell, J. M. Smith and D. G. Watson, J. Chem. Inf. Comput. Sci., 1991, 31, 187.
30. Z. Otwinowski and W. Minor, in Methods in Enzymology, eds. C. E. Carter and R. M. Sweet, Academic Press, London, 1997, vol. 276, pp. 307-326.
31. COLLECT, Nonius Kappa CCD Server Software, Nonius B. V., Delft, The Netherlands, 1998.
32. A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori and R. Spagna, J. Appl. Crystallogr., 1999, 32, 115.
33. G. M. Sheldrick, SHELXL-97, Program for refinement of crystal structures, University of Göttingen, Germany, 1997.
34. PROLABO MAXIDIGEST MX350, modified with a mechanical stirrer and an infrared pyrometer. Incident power and temperature were controlled by computer using the software MPX-2 from PACAM Electrónica.