Abstract
2-(5-R-2-Furyl)-4-oxoquinazolines are formed in the condensation of furancarboxylic acid primary amides with anthranilic acid in the presence of phosphorus oxychloride. It was determined by x-ray diffraction analysis, IR and PMR spectroscopy, and mass spectrometry that a labile hydrogen atom is bonded to the nitrogen atom in the 3-position and that the molecule has an s-NH,0-trans conformation.
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Literature Cited
M. F. Robba, R. H. Marcy, and D. Y. C. Duval, French Dep. 2077804; Chem. Abstr., 77, 130626 (1972).
H. A. Burch, J. Med. Chem., 9, 408 (1966).
H. A. Burch, US Patent No. 3324122; Ref. Zh. Khim., 1N388 (1969).
A. Sammor, M. J. B. Selim, and A. M. Anwar, J. Chem. UAR, 14, 197 (1971).
é. Ya. Lukevits, Advances in the Chemistry of Furan [in Russian], Zinatne, Riga (1978), p. 10.
Tables of Interatomic Distances and Configurations in Molecules and Ions, Chemical Society Special Publication No. 18, London (1965), pp. 97, 184.
D. Pimentel and O. McClellan, Hydrogen Bonding [Russian translation], Mir, Moscow (1964), p. 462.
G. M. Sheldrick, Computational Crystallography, Oxford University Press, New York-Oxford (1982), p. 506.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1463–1466, November, 1989.
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Kozlovskaya, I.N., Badovskaya, L.A., Zavodnik, V.E. et al. Syntheses based on furancarboxylic acid amides. 1. Synthesis and structure of 2-(5-R-2-furyl)-4-oxoquinazolines. Chem Heterocycl Compd 25, 1220–1223 (1989). https://doi.org/10.1007/BF00481515
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DOI: https://doi.org/10.1007/BF00481515