Abstract
The reaction of 2,4-diacetyl-5-hydroxy-5-methyl-3-phenylcyclohexanone-1 with phenylhydrazine is conducted, and the crystal structures of its products, 1-(6-hydroxy-3,6-dimethyl)-2,4-diphenyl-4,5,6,7-tetrahydro-2H-indazol-5-yl)ethane-1-one and 1-(2-hydroxy-2-methyl-6-phenyl-4-(2-phenylhydrazono)-5-(1-(2-henylhydrazono)ethyl)cyclohexyl)ethane-1-one, are determined by single crystal XRD.
Similar content being viewed by others
References
F. Texier-Boullet, B. Klein, and J. Hamelin, Synthesis, No. 5, 409 (1986).
K. N. Zelenin, V. V. Alekseyev, and A. R. Tygysheva, Tetrahedron, 51, No. 41, 11251 (1995).
R. A. Singer, S. Caron, R. E. McDermott, et al., Synthesis, No. 11, 1727 (2003).
X. Chen, J. She, Z. C. Shang, et al., Synth. Commun., 39, No. 6, 947 (2009).
H. Alinezhad, M. Tajbakhsh, and M. Zare, J. Fluor. Chem., 132, No. 11, 995 (2011).
H. Alinezhad, M. Tajbakhsh, and M. Zare, Monatsh. Chem., 143, No. 6, 947 (2012).
Y. Ohtsuka, D. Uraguchi, K. Yamamoto, et al., Tetrahedron, 68, No. 12, 2636 (2012).
M. R. Shetty and S. D. Samant, Synth. Commun., 42, No. 10, 1411 (2012).
T. L. Huang and C. T. Chen, J. Organomet. Chem., 725, 15 (2013).
B. R. Vaddula, R. S. Varma, and J. Leazer, Tetrahedron Lett., 54, No. 12, 1538 (2013).
K. H. Huang, J. M. Veal, R. P. Rice, et al., J. Med. Chem., 52, No. 14, 4288 (2009).
M. Grauert, U. Maier, M. Hoffmann, et al., Patent US2007/238718 A1 (2007).
K. H. Huang, A. J. Ommen, T. E. Barta, et al., Patent US2008/269193 A1 (2008).
P. C. Lv, H. Q. Li, J. Sun, Y. Zhou, and H. L. Zhu, Bioorg. Med. Chem., 18, 4606 (2010).
M. Bonesi, M. R. Loizzo, G. A. Statti, et al., Bioorg. Med. Chem. Lett., 20, 1990 (2010).
S. Bondock, W. Fadaly, M. A. Metwally, et al., Eur. J. Med. Chem., 45, 3692 (2010).
F. F. Barsoum and A. S. Girgis, Eur. J. Med. Chem., 44, 2172 (2009).
O. I. El-Sabbagh, M. M. Baraka, and S. M. Ibrahim, Eur. J. Med. Chem., 44, 3746 (2009).
M. Abdel-Aziz, G. El-Din, A. Abuo-Rahma, and A. A. Hassan, Eur. J. Med. Chem., 44, 3480 (2009).
G. M. Sheldrick, SHELXTL v.6.12, Structure Determination Software Suite, Brüker AXS, Madison, Wisconsin, USA (2008).
Yu. V. Zefirov and P. M. Zorkii, Usp. Khim., 58, No. 5, 713 (1989).
F. H. Allen, D. G. Watson, L. Brammer, et al., Int. Tables Crystallogr., vol. C (2006), pp. 790–811.
Cambridge Structural Database. Version 5.34, University of Cambridge, UK.
A. V. Maleev, O. I. Levina, K. A. Potekhin, et al., Docl. Chem., 340, Nos. 4-6, 35 (1995).
D. Cremer and J. A. Pople, JACS, 97, No. 6, 1354 (1975).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Zhurnal Strukturnoi Khimii, Vol. 57, No. 4, pp. 802-808, May-June, 2016.
Rights and permissions
About this article
Cite this article
Maharramov, A.M., Ismiyev, A.I., Allahverdiyev, M.A. et al. Crystal structure of phenylhydrazine with diacetyl substituted ketol of the cyclohexane series. J Struct Chem 57, 764–770 (2016). https://doi.org/10.1134/S002247661604020X
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S002247661604020X