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Synthesis and bromination of 8-methylquinoline-5-carboxylic acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

8-Methylquinoline-5-carboxylic acid was obtained by the Skraup reaction from 3-amino-p-toluic acid or by hydrolysis of 5-cyano-8-methylquinoline. The latter was synthesized by the Rosenmund-von Braun reaction from 5-bromo-8-methylquinoline, which was obtained by bromination of 8-methylquinoline in the presence of silver sulfate. Bromination in the side chain of 8-methylquinoline-5-carboxylic acid and its nitrile was studied.

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Literature cited

  1. K. K. Shatemirova, G. A. Davydova, I. V. Verevkina, and A. I. Tochilkin, Vopr. Med. Khim., 23, 609 (1977).

    Google Scholar 

  2. W. Miller, Ber., 23, 2262 (1890).

    Google Scholar 

  3. E. Lellman and H. Alt, Ann., 237, 308 (1887).

    Google Scholar 

  4. G. I. Mikhailov, Tr. IREA, 18, 51 (1941).

    Google Scholar 

  5. Ya. I. Gur'yan and Yu. A. Vakhrushev, Zh. Anal. Khim., 16, 485 (1961).

    Google Scholar 

  6. P. B. D. De la Mare, M. Kiamud-din, and J. H. Ridd, J. Chem. Soc., 561 (1960).

  7. H. Gilman and S. M. Spatz, J. Am. Chem. Soc., 63, 1553 (1941).

    Google Scholar 

  8. O. Werner and F. Vögtle, Synthesis, 4, 272 (1977).

    Google Scholar 

  9. J. N. Ospenson, Acta Chem. Scand., 4, 1351 (1950).

    Google Scholar 

  10. G. Ganguli, J. Indian Chem. Soc., 11, 197 (1934).

    Google Scholar 

  11. T. Ukai, S. Hashimoto, and M. Higashi, J. Pharm. Soc. Jpn., 48, 371 (1928).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 366–368, March, 1980.

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Gracheva, I.N., Tochilkin, A.I. Synthesis and bromination of 8-methylquinoline-5-carboxylic acid. Chem Heterocycl Compd 16, 275–277 (1980). https://doi.org/10.1007/PL00020570

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  • DOI: https://doi.org/10.1007/PL00020570

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