Abstract
The reactions of the di(acid chloride) of 2-carboxy-3,4-dimethoxyphenylthiopyruvic acid with 1-aminoadamantane and with thiosemicarbazide take place with the closure of a seven-membered ring and the formation of 1,2-dihydro-(3H)-2-benzazepine-1,3-dione. On reaction with monochloroacetic acid, 4-mercapto-8, 9-dimethoxy-2-(N-thioureido)-1, 2-dihydro-(3H)-2-benzazepine-3-dione is converted into a derivative of thiazolidine-2,4-dione 2-hydrazone, which readily takes part in condensation reactions with oxo compounds forming 5-ylidene derivatives.
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Literature cited
M. S. Puar and B. R. Vogt, Tetrahedron, 34, 2887 (1978).
A. I. Scott, Experientia, 17, 68 (1961).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 29–32, January, 1984.
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Turkevich, N.M., Sementsiv, G.N. Derivatives of 2-benzazepine-1,3-dione. Chem Heterocycl Compd 20, 24–26 (1984). https://doi.org/10.1007/BF00505842
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DOI: https://doi.org/10.1007/BF00505842