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Nucleophilic addition of amide anions to 1-methyl-5(6,7,8)-nitroquinolinium salts

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Chemistry of Heterocyclic Compounds Aims and scope

The stable adducts, N-(1-methyl-5(6,7,8)-nitro-1,2-dihydroquinolin-2-yl)benzamides were synthesized for the first time by the action of amide anions of aromatic acids on the N-methyl salts of 5-, 6-, 7-, and 8-nitroquinolines in anhydrous MeCN. Oxidative dehydrogenation of these amides afforded aroylimino derivatives of the corresponding 1-methyl-5(6,7,8)-nitro-2-quinolones.

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This work was financially supported by the Ministry of Education and Science of the Russian Federation as part of the State assignment (project № 4.6306.2017/8.9).

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Authors and Affiliations

  1. North Caucasus Federal University, 1a Pushkina St., Stavropol, 355009, Russia

    Elena K. Avakyan, Gulminat А. Amangasieva, Oleg P. Demidov, Anastasia А. Borovleva, Elena S. Beketova, Oksana А. Nechaeva & Ivan V. Borovlev

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  1. Elena K. Avakyan
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  2. Gulminat А. Amangasieva
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  3. Oleg P. Demidov
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  4. Anastasia А. Borovleva
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  5. Elena S. Beketova
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  6. Oksana А. Nechaeva
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  7. Ivan V. Borovlev
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Correspondence to Ivan V. Borovlev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(8), 739–747

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Avakyan, E.K., Amangasieva, G.А., Demidov, O.P. et al. Nucleophilic addition of amide anions to 1-methyl-5(6,7,8)-nitroquinolinium salts. Chem Heterocycl Comp 55, 739–747 (2019). https://doi.org/10.1007/s10593-019-02529-y

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  • DOI: https://doi.org/10.1007/s10593-019-02529-y

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