Abstract
The corresponding 1-(2-quinoxalyl)-, 1-[3,5-di(trifluoromethyl)phenyl]-, and 1-ethoxycarbonyl-3-methyl-4-oxo-4,5,6,7-tetrahydroindazoles have been obtained from reactions of 2-acetyl-1,3-cyclohexanedione, its 5,5-dimethyl and 5-(2-furyl) derivatives, with 2-hydrazinoquinoxaline, 3,5-di(trifluoromethyl)phenylhydrazine, and ethoxycarbonylhydrazine. On interaction with ethoxycarbonylhydrazine the intermediate 2-[1-(β-ethoxycarbonyl)hydrazino]ethylidene-1,3-cyclohexanediones were also isolated. From the potassium salt of 2-formyldimedone and 2-carboxyphenylhydrazine hydrochloride, 2-(2-carboxyphenyl)hydrazinomethylene-5,5-dimethyl-1,3-cyclohexanedione was obtained, the cyclization of which in ethanol in the presence of HCl led to 1-(2-carboxyphenyl)- and 1-(2-ethoxycarbonylphenyl)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazole.
Similar content being viewed by others
REFERENCES
M. K.-H. Doll, D. E. Nichols, J. D. Kilts, C. Prioleau, C. P. Lowler, M. M. Lewis, and R. B. Mailman, J. Med. Chem., 42, 935 (1999).
V. V. Sorokin, A. V. Grigor'ev, A. K. Ramazanov, and A. P. Kriven'ko, Khim. Geterotsikl. Soedin., 757 (1999).
T. Mimura, N. Kato, T. Sugaya, M. Ikuta, S. Kato, Y. Kuge, S. Tomioka, and M. Kasai, Synthesis, 947 (1999).
E.-S. A. M. Badawey and I. M. El-Ashmawey, Eur. Med. Chem., 33, 349 (1998).
L. Strekowski and Shon-Yuan Lin, J. Heterocycl. Chem., 34, 1625 (1997).
I. A. Strakova, A. Ya. Strakov, M. V. Petrova, and L. G. Delyatitskaya, Khim. Geterotsikl. Soedin., 533 (2000).
I. A. Strakova, A. Ya. Strakov, and M. V. Petrova, Khim. Geterotsikl. Soedin., 351 (1995).
A. Ya. Strakov, I. A. Strakova, and M. V. Petrova, Khim. Geterotsikl. Soedin., 708 (1996).
A. Ya. Strakov, M. V. Petrova, A. Dishs, Yu. Popelis, and N. N. Tonkikh, Khim. Geterotsikl. Soedin., 234 (1997).
A. Ya. Strakov, N. N. Tonkikh, M. V. Petrova, and I. A. Strakova, Khim. Geterotsikl. Soedin., 516 (1997).
A. Ya. Strakov, N. N. Tonkikh, M. V. Petrova, and I. A. Strakova, Khim. Geterotsikl. Soedin., 1669 (1997).
I. Strakova, A. Strakov, M. Strautzele, and E. Gudriniece, Izv. Akad. Nauk LatvSSR. Ser. Khim., 597 (1968).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Strakova, I., Strakovs, A. & Petrova, M. 1-(2-Quinoxalyl)-, 1-[3,5-Di(trifluoromethyl)phenyl]-, 1-(2-Carboxyphenyl)-, and 1-Ethoxycarbonyl-4-oxo-4,5,6,7-tetrahydroindazoles. Chemistry of Heterocyclic Compounds 38, 429–433 (2002). https://doi.org/10.1023/A:1016079221645
Issue Date:
DOI: https://doi.org/10.1023/A:1016079221645