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Nitrosophenols and their rearrangement products

IV. 6-methyl-3-cyano-2-pyridylacrylic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Under the usual conditions, 6-hydroxyquinolines which have a substituent in the 4-position do not form 5-nitroso derivatives; this is explained by steric factors. 5-Nitroso-6-hydroxyquinaldine is obtained from 2-methyl-6-hydroxyquinoline; under the conditions of the Beckmann rearrangement it forms cis- and trans-β-(6-methyl-3-cyano-2-pyridyl)acrylic acids, which were separated by thin-layer chromatography. The cis isomer is readily isomerized to the trans isomer in both alkaline and acidic media.

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Authors and Affiliations

  1. Kaunas Medical Institute, M. V. Lomonosov Moscow State University, USSR

    A. N. Kost, A. P. Stankevichus, L. N. Zhukauskaite & I. I. Shulyakene

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  1. A. N. Kost
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  2. A. P. Stankevichus
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  3. L. N. Zhukauskaite
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  4. I. I. Shulyakene
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Additional information

See [1] for communication III.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 509–514, April, 1971.

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Kost, A.N., Stankevichus, A.P., Zhukauskaite, L.N. et al. Nitrosophenols and their rearrangement products. Chem Heterocycl Compd 7, 474–479 (1971). https://doi.org/10.1007/BF00471488

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  • DOI: https://doi.org/10.1007/BF00471488

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