Abstract
The title compound, 2-amino-5-oxo-4-phenyl-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile was synthesized in excellent yield by one-pot multicomponent reaction and its crystal structure is determined by X-ray structure analysis. The crystals are monoclinic, sp. gr. P21/c, a = 9.0750(6), b = 13.2729(8), c = 12.6892(9) Å, β = 96.975(6)°, Z = 4; R = 0.0466 for 1771 observed reflections. The crystal structure is stabilized by N–H···N, N–H···O and C–H···O hydrogen bonds. In addition, C–H···π and π···π interactions are observed in the crystal structure.
Similar content being viewed by others
References
G. Feuer, Prog. Med. Chem. 10, 85 (1974).
F. M. Dean, Nat. Occurring Oxygen Ring Compd. 176 (1963).
A. Goel and V. J. Ram, Tetrahedron 65, 7865 (2009).
T. Raj, R. K. Bhatia, A. Kapur, et al., Eur. J. Med. Chem. 45, 790 (2010).
M. T. Flavin, J. D. Rizzo, A. Khilevich, et al., J. Med. Chem. 39, 1303 (1996).
L. R. Morgan, B. S. Jursic, C. L. Hooper, et al., Bioorg. Med. Chem. Lett. 12, 3407 (2002).
A. Kumar, R. A. Maurya, S. A. Sharma, et al., Bioorg. Med. Chem. Lett. 19, 6447 (2009).
J. Skommer, D. Wlodkowic, M. Mvttc, et al., Leuk. Res. 30, 322 (2006).
S. Kasibhatla, H. Gourdeau, K. Meerovitch, et al., Mol. Cancer Ther. 3, 1365 (2004).
W. Kemnitzer, J. Drewe, S. Jiang, et al., J. Med. Chem. 50, 2858 (2007).
S. Bhavanarushi, V. Kanakaiah, E. Yakaiah, et al., Med. Chem. Res., 22, 2446 (2013).
P. K. Paliwal, S. R. Jetti, S. Jain, Med. Chem. Res. 22, 2984 (2013).
D. Kumar, V. B. Reddy, S. Sharad, et al., Eur. J. Med. Chem. 44, 3805 (2009).
C. W. Smith, J. M. Bailey, M. E. J. Billingham, et al., Bioorg. Med. Chem. 5, 2783 (1995).
G. Brahmachari and B. Banerjee, ACS Sustainable Chem. Eng. 2, 411 (2014).
G. M. Sheldrick, Acta Crystallogr. A 64, 1/2 (2008).
L. J. Farrugia, J Appl. Crystallogr. 32, 837 (1999).
M. Nardelli, Appl. Crystallogr. 28, 659 (1995).
A. L. Spek, Acta Crystallogr. D 65, 148 (2009).
L. J. Farrugia, J Appl. Crystallogr. 30, 565 (1997).
D. Shi, N. Wu, Q. Zuang, et al., Acta. Crystallogr. E 60, 2359 (2004).
S. Sharma, G. Brahmachari, et al., Eur. Chem. Bull. 3, 654 (2014).
Author information
Authors and Affiliations
Corresponding author
Additional information
The article is published in the original.
Rights and permissions
About this article
Cite this article
Sharma, S., Brahmachari, G., Banerjee, B. et al. Synthesis, characterization, and crystal structure of 2-amino-5-oxo-4-phenyl-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile. Crystallogr. Rep. 60, 1142–1146 (2015). https://doi.org/10.1134/S1063774515070263
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1063774515070263