Abstract
A method was developed for the synthesis of 4-oxo-(β-ethoxyvinyl)-4H-1,3-benzoxazinium salts by condensation of oxo-2-alkylbenzoxazinium salts by condensation of oxo-2-alkylbenzoxazinium salts with ethyl orthoformate. During hydrolysis and aminolysis, attack of the nucleophile is directed to the β-carbon atom of the benzoxazinium salts. The previously unknown 2-formylmethylene-4-oxo-3,4-dihydro-2H-1,3-benzoxazines and their nitrogen derivatives were obtained.
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Yu. I. Ryabukhin, V. V. Mezheritskii, and G. N. Dorofeenko, Khim. Geterotsikl. Soedin., No. 4, 460 (1975).
Yu. I. Ryabukhin, V. V. Mezheritskii, V. D. Karpenko, and G. N. Dorofeenko, Khim. Geterotsikl. Soedin., No. 9, 1184 (1975).
H. Brunetti and C. E. Lüthi, Helv. Chim. Acta, 55, 1566 (1972).
Yu. I. Ryabukhin, Master's Dissertation, Rostov-on-Don (1975).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 322–327, March, 1977.
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Dorofeenko, G.N., Mezheritskii, V.V., Ryabukhin, Y.I. et al. synthesis and some transformations of 4-oxo-2-(β-ethoxyvinyl)-4H-1,3-benzoxazinium salts. Chem Heterocycl Compd 13, 253–259 (1977). https://doi.org/10.1007/BF00470305
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DOI: https://doi.org/10.1007/BF00470305