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1H NMR study on the solvent effect on imine-enamine tautomerism of the condensation product of gossypol with 4-aminoantipyrine

K. Z. TilyabaevSadykov Institute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, ul. Mirzo Ulugbeka 83, Tashkent, 100125, UzbekistanФ. Г. КамаевSadykov Institute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, ul. Mirzo Ulugbeka 83, Tashkent, 100125, UzbekistanA. M. YuldashevSadykov Institute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, ul. Mirzo Ulugbeka 83, Tashkent, 100125, UzbekistanБ. Т. ИбрагимовSadykov Institute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, ul. Mirzo Ulugbeka 83, Tashkent, 100125, Uzbekistan
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According to the 1H NMR data, the condensation product of gossypol with 4-aminoantipyrine in chloroform-d exists in the imine form, while in DMSO-d 6, as the enamine tautomer. The condensation product of 2-hydroxynaphthalene-1-carbaldehyde with 4-aminoantipyrine has the imine tautomer structure in both solvents.

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