Abstract
1-Aryl-3-phenyl-5-hetarylformazans undergo acid cleavage to give benzaldehyde hetarylhydrazones, whereas 1-hetaryl-3-phenyl-5-(4-nitrophenyl)formazans undergo acid cleavage to give benzaldehyde 4-nitrophenylhydrazones. 1-Aryl-3-phenyl-5-(6-oxo-4-methyl-2-pyrimidinyl)-formazans undergo cyclization to 1,2,4-triazolo[4,3-a]pyrimidine derivatives.
Similar content being viewed by others
Leterature cited
R. Pütter, Methoden der Organischen Chemie, Vol. 10, Part 3, Stuttgart, Georg Thieme Verlag (1965), p. 692.
A. W. Nineham, Chem. Rev., 55, 355 (1955).
B. I. Buzykin, L. P. Sysoeva, and Yu. P. Kitaev, Zh. Org. Khim., 10, 2220 (1974).
B. I. Buzykin, N. N. Bystrykh, and Yu. P. Kitaev, Zh. Org. Khim., 11, 1570 (1975).
N. P. Bednyagina, I. Ya. Postovskii, A. D. Garnovskii, and O. A. Osipov, Usp. Khim., 44, 1052 (1975).
T. B. Fisher, B. L. Kaul, and H. Zollinger, Helv. Chim. Acta, 51, 1449 (1968).
F. A. Neugebauer and M. Jenne, Chem. Ber., 102, 3082 (1969).
G. V. Avramenko and B. I. Stepanov, Zh. Obshch. Khim., 44, 1298 (1974).
Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka (1974), p. 72.
B. I. Buzykin, G. D. Lezhnina, and Yu. P. Kitaev, Zh. Org. Khim., 11, 848, 1078 (1975).
L. M. Shegal and I. L. Shegal, Khim. Geterotsikl. Soedin., No. 8, 1062 (1972).
A. Albert and E. Serjeant, Ionization Constants of Acids and Bases, Methuen (1962).
N. P. Bednyagina and G. N. Lipunova, Khim. Geterotsikl. Soedin., No. 5, 902 (1968).
E. Hyde, Ber., 32, 1813 (1899).
N. P. Bednyagina, N. V. Serebryakova, and G. N. Lipunova, Khim. Geterotsikl. Soedin., No. 3, 342 (1967).
J. D. Bower and F. P. Doyle, J. Chem. Soc., 727 (1957).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1268–1270, September, 1977.
Rights and permissions
About this article
Cite this article
Bednyagina, N.P., Karavaeva, E.S., Lipunova, G.N. et al. Transformations of unsymmetrical N-hetarylformazans in acidic media. Chem Heterocycl Compd 13, 1024–1026 (1977). https://doi.org/10.1007/BF00472465
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00472465