Abstract
In the reaction of malonyl dichloride with substituted -enzamides, cyclic and linear products and their mixtures form, depending on the solvent and the ratio and concentrations of reagents. When the reaction is carried out in dilute dichloroethane solution, pure 2-aryl-1,3-oxazin-4,6-diones without a substituent at C(5) are obtained in good yield. These materials are extremely unstable, and in the presence of traces of water are converted to the respective N-aroylmalonamic acids.
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M. V. Korsakov, M. O. Bystrova, V. K. Kapustina, V. V. Leonov, D. Ya. Likhachev, T. N. Mironyuk, V. D. Nefedov, E. N. Sinotova, and B. A. Ivin, Zh. Org. Khim.,23, 422 (1987).
E. Ziegler, G. Kleinberg, and H. Meindl, Monatsh. Chem.,94, 544 (1963).
E. Ziegler and H. Meindl, Monatsh. Chem.,95, 1318 (1964).
J. C. Martin, K. C. Brannock, and R. H. Meen, J. Org. Chem.,31, 2966 (1966).
J. Goerdeler and H. Horstmann, Chem. Ber.,93, 663 (1960).
S. G. Davis and J. A. Elvidge, J. Chem. Soc., No. 9, 3553 (1962).
J. C. Martin, R. D. Burpitt, P. G. Gott, M. Harris, and R. H. Meen, J. Org. Chem.,36, 2205 (1971).
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For Communication 60, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 382–385, March, 1987.
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Zakhs, V.é., Yakovlev, I.P. & Ivin, B.A. Azoles and azines. 61. Reaction of malonyl dichloride with aromatic amides. Chem Heterocycl Compd 23, 321–324 (1987). https://doi.org/10.1007/BF00761993
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DOI: https://doi.org/10.1007/BF00761993