A Modified-One Pot Synthesis of Diaminoglyoxime

Document Type : Research Article

Authors

1 Department of Chemistry, Faculty of Science, University of Lorestan, P.O. Box 465, Khoramabad, I. R. IRAN

2 Department of Chemistry, Faculty of Science, Tehran University, Tehran, I. R. IRAN.

3 Department of Chemistry, Faculty of Science, Tehran University, Tehran, I. R. IRAN

Abstract

The one pot reaction of glyoxal and hydroxylamine hydrochloride in aqueous sodium hydroxide was found to be a safe and inexpensive method for the preparation of diaminoglyoxime. By increasing stoichiometric ratio of the hydroxylamine hydrochloride and decreasing the solvent volume, the product yield increased considerably (~ 70%).

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[1] Chi, M., Gleeson, B., Hill, J., Willer, R. L., U.S Patent, 5071495 (1991).
[2] Stoner, C. E., Rheingold, R. L., Brill, T. B., Inorg.Chem., 30, 340 (1991).
[3] Stoner, C.   E.,  Haggerty,  B. S.,  Rheingold, R. L., Brill, T. B., Propellant.Explosive.Pyrotechnics,7, 82 (1992).
[4] Fischer, E., Chem.Ber., 22, 1931 (1889).
[5] Wieland, H., Chem.Ber., 42, 4192 (1909).
[6] Houben, J., Kauffmaann., Chem.Ber., 46, 2821 (1913).
[7] Pearse,  G. A.,  Pflaum,  R. T., J.Am.Chem.Soc., 81, 6505 (1959).
[8] Ungnade, H.E., Kissinger, L. N., Narath, A., Barham, D. C., J.Org.Chem., 28, 134 (1963).
[9] Park, D.J., Sten, A. G., Willer R. L., Synth.Commun., 20, 2901 (1990).
[10] Gunasekaran,  A.,  Jayachandran,  T.,  Boyer,J.  H., Trudell, M. L., J.Heterocyclic.Chem., 32 , 1405 (1995).
[11] Coburn, M. D., J.Heterocyclic.Chem., 5, 83 (1968).
[12] Carmack. M., J.Org. Chem., 40, 2749 (1975).
[13] Willer, R. L., U.S.Patent 4,539,405 (1985).