An Efficient One-pot Procedure for Preparation of Symmetrical N,N'-Disubstituted Ureas from Aromatic and Aliphatic Amines and Urea under Microwave Irradiation

Iranian Journal of Chemistry and Chemical Engineering

Volumn 19, Issue 1, 2000, Pages 24-28

  Khajavi, Mohammad S ^a   Dakamin, Mohammad G ^a   Hazarkhani, Hassan ^a   Hajihadi, Mostafa ^a   Nikpour, Farzad ^a  

^a SHAHID BEHESHTI UNIVERSITY   (Iran)

Author keywords

Amines; Microwave irradiation; N,N' Disubstituted ureas; N,N Dimethylacetamide; Solvent free reaction; Urea

Indexed keywords

EID: 0347687519     PISSN: 10219986     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (25)

1. Getman, D. P., DeCrescenzo, G. A., Heintz, R. M., Reed, K. L., Talley, J. J., Bryant, M. L., Clare, M., Houseman K, A., Marr, R. R., Mueller, R. A., Vazquez, M. L., Shien, H. S., Sallings, W. C. and Stegeman, R. A., J. Med. Chem., 36, 288(1993).
2. Kempf, D. J., Marsh, K. C., Paul, D. A., Knigge, M. F., Norbeck, D. W., Kohlbrenner, W. E., Codacovi, L., Vasavanonda, S., Bryant, P., Wang, X. C., Wideburg, N. E., Clement, J. J., Plattner, J, J. and Erickson, J. W., Antimicrob. Agents Chemother., 35, 2209(1991).
3. Gante, J., Synthesis, 405(1989).
4. Vishnyakova, T. P., Glebova, I. A. and Glebova, E. V., Russ. Chem. Rev.(Engl. Transl.), 54, 249(1985).
5. Iqbal, A. F. M., Helv. Chim. Acta, 59, 655(1976).
6. (a) Ozaki, S., Chem. Rev., 72, 457(1972);
7. (b) Knölker, H. J., Braxmeier, T. and Schlechtingen, G., Angew. Chem., Int. Ed. Engl., 34, 2497(1995).
8. Majer, P. and Randad, R. S., J. Org. Chem., 59, 1937(1994).
9. (a) Flyes, T. M., James, T. D., Pryhitka, A. and Zojsji, M., J. Org. Chem., 58, 7456(1993);
10. (b) Wolman, Y. and Gallop, P. M., J. Org. Chem., 27, 1902(1962).
11. (a) Overman, L. E., Taylor, G. F., Petty, C. B. and Jessup, P. J., J. Org. Chem., 43, 2164(1978);
12. (b) Bigi, F., Maggi, R., Sartori, G., and Zambonin, E., Chem. Commun., 513(1998);
13. (c) Pihuleac, J. and Bauer, L., Synthesis, 61(1989).
14. Eckert, H. and Foster, B., Angew. Chem., Int. Ed. Engl., 26, 894(1987).
15. Lipkowski, A. W., Tam, S. W. and Portoghese, P. S., J. Med. Chem., 29, 1222(1986).
16. Adamiak, R. W. and Stawinsk, J., Tetrahedron Lett., 1935(1977).
17. Gante, J., Chem. Ber., 98, 3334(1965).
18. (a) Giannoccaro, P., J. Organomet. Chem., 336, 271(1987);
19. (b)Dieck, H. A., Laine, R. M. and Heck, R. F., J. Org. Chem. 40, 2819(1975);
20. (c) Arena, F., Floriani, C., Chiesi-Villa, A. and Guastini, C., Inorg. Chem., 25, 4589(1986).
21. Cooper, C. F. and Falcone, S. J, Synth. Commun., 25, 2467(1995).
22. (a) Khajavi, M. S., Hajihadi, M. and Naderi, R., J. Chem. Res. (S), 92(1996);
23. (b) Khajavi, M. S.; Hajihadi, M. and Nikpour, F., J. Chem. Res. (S), 94, (1996).
24. Nolte, R. M. and Cram, D. J., J. Am. Chem. Soc., 106, 1416(1984).
25. "Aldrich Catalogue / Handbook of Fine Chemicals", p. 516 (1996-1997).