Abstract
The construction of the pyrrolo[2,3-c]azepine system by the reaction of 2-oxo-3-hydroxy-4-cyano-2H, 1,5,6,7-tetrahydroazepine with glycine ester and subsequent cyclization of the resulting N-substituted amino nitrile in an alcohol solution of sodium ethoxide was studied. The pyrrolo[2,3-c]azepine system was converted to the three-ring pyrimido[4′,5′∶4,5]pyrrolo[2,3-c]azepine system, the alkylation of which gave N,N-dialkyl and N,N,N-trialkyl derivatives. Cyclization of 3-benzyl-4, 6-dioxo-5-(N,N-dimethyl)aminoethyl-6H,3,4,7,8,9,10-hexahydropyrimido[4′,5′∶4,5]pyrrolo[2,3-c] azepine hydrochloride under the influence of phosphorus oxychloride gave the four-ring pyrazino[3,2,1-b,c]azepino[3,4-b]pyrrolo[3,2-d]-pyrimidine system. The structures of the compounds obtained were confirmed by their IR, UV, and PMR spectra.
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R. G. Glushkov, I. M. Zasosova, I. M. Ovcharova, N. P. Solov'eva, and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 7, 954 (1979).
R. G. Glushkov and T. V. Stezhko, Khim. Geterotsikl. Soedin., No. 9, 1252 (1978).
East German Patent No. 107287; Ref. Zh. Khim., 120261P (1975).
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Communication 34 from the series “Research on Lactams.” See [1] for communication 33.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1097–1100, August, 1980.
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Glushkov, R.G., Stezhko, T.V. Synthesis and reactions of pyrrolo[2,3-c]azepine derivatives. Chem Heterocycl Compd 16, 853–856 (1980). https://doi.org/10.1007/BF00513170
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DOI: https://doi.org/10.1007/BF00513170