Synthesis and spectral characteristics of 4-(10,10-dimethyl-8-oxo-7,8,9,10,11,12-hexahydrobenzo[c]acridin-7-yl)-2-methoxy(ethoxy)phenyl carboxylates

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作者
V. V. Skatetskii
N. G. Kozlov
E. A. Dikusar
机构
[1] National Academy of Sciences of Belarus,Institute of Physical Organic Chemistry
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关键词
Methoxyphenyl; Ethoxy; Dimedone; Ethoxyphenyl; Phenyl Ester;
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摘要
By reaction of vanillin and ethyl vanillin with 1-naphthylamine in ethanol previously unknown azomethines (Schiff’s bases) were obtained as individual E-isomers which in heterocyclizatoion with dimedone provided in 33–77% yield individual 4-(10,10-dimethyl-8-oxo-7,8,9,10,11,12-hexahydrobenzo[c]acridin-7-yl)-2-methoxy(ethoxy)phenyl carboxylates formed as a result of recombination of the adduct of azomethine and dimedone occurring by the type of Hofmann-Martius rearrangement. The structure of compounds obtained was confirmed by elemental analyses, UV, IR, and 1H NMR spectra.
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页码:1481 / 1487
页数:6
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