Abstract
The product of condensing 1,2,5-trimethylpiperidin-4-one with aniline has been investigated by NMR spectroscopy. Three isomers of N-(1,2,5-trimethyl-4-piperidylidene)aniline have been identified differing in the configuration of the methyl groups at C2 and C5 of the piperidine ring and the Z,E isomerism about the C=N bond. Traces of the enamine tautomeric form of the imine were also detected. \(^3 {\text{J}}_{{\text{HH}}} \), \(^1 {\text{J}}_{{\text{CH}}} \), and \(^1 {\text{J}}_{{\text{CC}}} \) spin-spin couplings were used to determine the structural configuration of the isomers.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1405–1408, October, 1989.
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Aliev, A.é., Kuznetsov, V.V., Gaivoronskaya, L.A. et al. 1H and 13C NMR spectra, isomers, and imine-enamine tautomers of N-(1,2,5-trimethyl-4-piperidylidene)aniline. Chem Heterocycl Compd 25, 1176–1179 (1989). https://doi.org/10.1007/BF00470700
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DOI: https://doi.org/10.1007/BF00470700