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The (1)H and (13) C NMR assignment of 4-oxo-1,4-dihydro-3'-methylsulfinyl-3,4'diquinolinyl sulfides and their 6- and 8-nitro and 1-methyl derivatives

Maślankiewicz J.

Polish Journal of Chemistry

1998

Vol. 72, nr 4

667-677

Reaction of 1-methyl-4-oxo-1,4-dihydro-3'-methylthio-3,4'-diquinolinyl sulfide 1b with a nitrating mixture caused the monooxidation of 3'-methylthio group followed by C6(-) and C8(-) nitration and led to the sulfoxide 2b, and then to the mixture of 3b and 4b. The (1)H and (13)C NMR spectra of 1H and 1-methyl-4-oxo-1,4-dihydro-3'-methylsulfinyl-3,4'-diquinolonyl sulfides 2-4 were fully assigned using a combination of NMR techniques. H-2' proton in sulfoxides 2-4 are deshielded by ortho methylsulfinyl group by about 0.4 ppm. H-2 protons in sulfoxides 2a, 2b, 3a, 3b and 4b are deshielded by about 0.4-06 ppm.