Conclusions
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1.
In the reaction of 3-nitroacylophenones with aniline mixtures of two products may be formed: 2-anilino-3-nitropropiophenones (I) and 3-anilinoacrylophenones (II).
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2.
The relative amounts of the products (1) and (II) depend on the nature of the substituents in the benzene nucleus of the acrylophenone: electron-donating groups raise the yield of (I), and electron-accepting groups raise the yield of (II).
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3.
A scheme for the mechanism of the reaction is proposed.
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Translated from Izvestiya Akadeemii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1382–1388, August, 1965 Original article submitted June 27, 1963
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Nesmeyanov, A.N., Rybinskaya, M.I. & Rybin, L.V. Reactions of 3-nitroacrylophenones with aniline. Russ Chem Bull 14, 1345–1350 (1965). https://doi.org/10.1007/BF00846190
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DOI: https://doi.org/10.1007/BF00846190