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

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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… Click to show full abstract

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.

Keywords: nucleophilic addition; anions methyl; nitroquinolinium salts; addition amide; amide anions; methyl nitroquinolinium

Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2019

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