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Investigation of nitrogen- and sulfur-containing heterocycles

XXII. N-(3-pyridyl)oxamic acid derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of (3-amino-6-chloro-2-pyridylmercapto)oxalacetic ester with ammonia, benzylamine, morpholine, and piperidine yielded amides, while the reaction of the ester with hydrazine hydrate gave [2-(ethoxycarbonylmethylthio)-3-pyridyl]oxamic acid hydrazide. The benzylamide and morpholide of this acid were obtained by treatment of 2-chloro-6-hydroxy-6,7-di(ethoxycarbonyl)dihydropyridothiazine with the appropriate amines. The reaction of 2-mercapto-3-amino-6-chloropyridine with chlorooxalacetic ester in the presence of alkali yielded potassium [2-(ethoxycarbonylmethylthio)-3-pyridyl]oxamate.

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Literature cited

  1. T. S. Safonova, L. A. Myshkina, V. A. Chernov, and A. S. Sokolova, Khim. Geterotsikl. Soedin., 1498 (1971).

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See [1] for communication XXI.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1502–1505, November, 1971.

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Levkovskaya, L.G., Safonova, T.S. Investigation of nitrogen- and sulfur-containing heterocycles. Chem Heterocycl Compd 7, 1397–1400 (1971). https://doi.org/10.1007/BF00481104

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  • DOI: https://doi.org/10.1007/BF00481104

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