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Synthesis of 1,2,4-triazolo[4,3-a]quinoline-9-, 1,2,3,4-tetrazolo[4,3-a]quinoline-9 and 1,2,4-triazino[4,3-a]quinoline-10-carboxylic acids from 2-chloro- and 2-hydrazinocinchoninic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Treatment of 2-chlorocinchoninic acid with hydrazine gives 2-hydrazinocinchoninic acid and with aroylhydrazines to give 1,2,4-triazolo[4,3-a]quinoline-9-carboxylic acids. These are also prepared by the action of benzoyl chloride or the carboxylic acid on 2-hydrazinocinchoninic acid. With pyruvic acid the latter gives 3-methyl-4-oxo-1,2,4-triazino[4,3-a]quinoline-10-carboxylic acid and with nitrous acid gives 1,2,3,4-tetrazolo[4,3-a]quinoline-9-carboxylic acid.

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  1. O. A. Yanborisova and M. E. Konshin, Khim. Geterotsikl. Soedin., No. 4, 493 (1991).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1227–1229, September, 1991.

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Yanborisova, O.A., Konshin, M.E. Synthesis of 1,2,4-triazolo[4,3-a]quinoline-9-, 1,2,3,4-tetrazolo[4,3-a]quinoline-9 and 1,2,4-triazino[4,3-a]quinoline-10-carboxylic acids from 2-chloro- and 2-hydrazinocinchoninic acids. Chem Heterocycl Compd 27, 986–988 (1991). https://doi.org/10.1007/BF00484363

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  • DOI: https://doi.org/10.1007/BF00484363

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