Abstract
Sixteen 3-aryl-4-oxo-2-phenyl-4,5,6,7-tetrahydroindazoles were obtained from the reaction of the phenylhydrazones of dimedone and cyclohexane-1,3-dione with 3-bromo-, 4-bromo-, 4-chloro-, 4-fluoro-, 2-hydroxy-, 4-hydroxy-, 4-methoxy-, 2-nitro-, 3-nitro-, 4-nitro-, and 4-dimethylamino-benzaldehydes. The interaction of the tosylhydrazones of dimedone and cyclohexane-1,3-dione with the substituted benzaldehydes gave thirteen 3-aryl-4-oxo-4,5,6,7-tetrahydroindazoles.
Similar content being viewed by others
REFERENCES
I. A. Strakova, A. Ya. Strakov, and M. V. Petrova, Khim. Geterotsikl. Soedin., 334 (2001).
N. Tonkikh, K. Rizhanova, M. V. Petrova, and A. Strakovs, Khim. Geterotsikl. Soedin., 751 (2003).
N. N. Tonkikh, A. Strakovs, and M. V. Petrova, Khim. Geterotsikl. Soedin., 603 (2003).
L. Delyatitskaya and A. Strakovs, Latv. J. Chem., 129 (2002).
I. A. Strakova, A. Ya. Strakovs, and M. V. Petrova, Khim. Geterotsikl. Soedin., 962 (2000).
H.-J. Teuber and R. Braun, Chem. Ber., 100, 1353 (1967).
I. A. Strakova, A. Ya. Strakov, E. Yu. Gudriniece, and I. Ya. Svarina, Izv. Akad. Nauk LatvSSR, Ser. Khim., 483 (1982).
H.-J. Teuber, E. Worbs, and D. Cornelius, Chem. Ber., 101, 1918 (1968).
G. V. Boyd and S. R. Dando, J. Chem. Soc. (C), 1226 (1971).
A. A. Akhrem, F. A. Lakhvich, and S. I. Budai, Synthesis, 921 (1978).
W. J. William and G. W. Kraatz, US Patent 5085688; Ref. Zh. Khim., 90394P (1993).
Ch. G. Carter, D. L. Lee, W. J. Michaely, and G. W. Kraatz, US Patent 4946981; Ref. Zh. Khim., 220425P (1991).
Y.-L. Lin, Ch.-S. Wu, S.-W. Lin, and D.-Y. Yang, Bioorg. Med. Chem. Lett., 843 (2000).
I. A. Strakova, E. Yu. Gudriniece, Ya. Ya. Linaberg, A. Ya. Strakov, and D. R. Kreicberga, Khim. Geterotsikl. Soedin., 520 (1970).
I. A. Strakova, Ya. Ya. Linaberg, and E. Yu. Gudriniece, Izv. Akad. Nauk LatvSSR, Ser. Khim., 188, (1968).
A. Ya. Strakov, Yu. B. Sliede, D. R. Zicane, and I. A. Strakova, Izv. Akad. Nauk LatvSSR, Ser. Khim., 81 (1977).
Author information
Authors and Affiliations
Additional information
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1662–1668, November 2005.
Rights and permissions
About this article
Cite this article
Strakova, I., Strakovs, A. & Petrova, M. 3-Aryl- and 2,3-Diaryl-4-oxo-4,5,6,7-tetrahydroindazoles. 1. Reactions of Phenyl- and Tosylhydrazones of Dimedone and Cyclohexane-1,3-dione with Substituted Benzaldehydes. Chem Heterocycl Compd 41, 1398–1404 (2005). https://doi.org/10.1007/s10593-006-0009-2
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/s10593-006-0009-2