Abstract
The synthesis of derivatives of 5H, 10H-diimidazo [1,5-a:l′,5′-d] pyrazine-5,10-dione is described. The mechanism of the reaction is discussed and the chemical, spectral and X-ray data giving the evidence of the structure of these compounds are presented. X-ray studies were carried out on compound6c (C24H22N6O2) witha=9.250(3),b=11.879(3),c=10.250(3),Z=2 and space groupP21/a. The structure was solved using direct methods and refined by weighted full-matrix least squares. The refinement, based on 990 reflections withI≥2.5σ(I), converged to a finalR of 0.041 andR w=0.036.
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Beck, G., Heitzer, H., Eue, L., and Schmidt, R. (1981)Eur. Pat. 0 031 086; C.A. (1981)95, 203949a.
Böhme, H., and Schneider, H. (1958)91, 988.
Burak, K. (1991)Die Pharm. 46(9), 668.
Gumulka, W. (1973)Pharmacology 10, 363.
International Tables for X-ray Crystallography (1976) Vol. IV (Kynoch Press, Birmingham).
Ivanov, El., Bogatskii, A. V., and Ivanova, R. Yn. (1983)Ukr. Khim. Zh. (Russ. ed.)49(12), 1301; C.A. (1984)100, 209691d.
Kasima, S., and Nematollahi, J. (1975)Synthesis 162.
Machoń, Z. (1969)Diss. Pharm. Pharmacol. 21(4), 325.
Machoń, Z., Inglot, A., Wolna, E., (1973)Arch. Immun. Ther. Exp. 21, 883.
Maquestian, A., Tommasetti, A., Pedregl-Freire, E., Flammang, R., Wiersum, U., Bender, H., and Wentrup, C. (1986)J. Org. Chem. 51, 306.
Pyman, F., and Timmis, G. (1923)J. Chem. Soc. 123(1), 494.
Sheldrick, G. (1986)SHELXS 86, Program for crystal solution, Univ. Gottingen, Germany.
Syntex xtl/xtle Structure Determination System. Syntex Analytical Instruments, Cuppertino, California 1976.
Takeuchi, Y., Kirk, K., and Cohen, L. (1979)J. Org. Chem. 44(24), 4243.
Yasuda, N. (1984)Synth. Comm. 14(3), 251.
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Burak, K., Machoń, Z. & Głowiak, T. Synthesis and structural evidence for new diimidazo-[1,5-a:1′,5′-d] pyrazinediones. Journal of Crystallographic and Spectroscopic Research 22, 665–671 (1992). https://doi.org/10.1007/BF01160983
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DOI: https://doi.org/10.1007/BF01160983