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Studies of 4H-3,1-benzoxazines

13. Bromination of 1,2-dihydro-4H-3,1-benzoxazines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Bromination of 2,4-substituted 1,2-dihydro-4H-benzoxazines with bromine in acetic acid was conducted. It was shown that either the corresponding 6,8-dibromo-1,2-hydrobenzoxazines or the products of their dehydrogenation — 6,8-dibromobenzoxazines, are primarily formed as a function of the structure of the dihydrobenzoxazine and the concentration of bromine in the reaction mixture. The structure of 6,8-dibromo-2-(5-nitrofuryl-2)-4, 4-diphenyl-1,2-dihydro-4H-3,1-benzoxazine was investigated by XSA. A stacking interaction between the nitrofuran fragment of one molecule and the condensed benzene ring of the other was detected in the crystal.

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See [1] for Communication 12.

Kuban State Technological University, Krasnodar 350072. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1391–1397, October, 1997.

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Gromachevskaya, E.V., Krapivin, G.D., Zavodnik, V.E. et al. Studies of 4H-3,1-benzoxazines. Chem Heterocycl Compd 33, 1209–1214 (1997). https://doi.org/10.1007/BF02290872

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  • DOI: https://doi.org/10.1007/BF02290872

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