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4 Polish Journal of Chemistry

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The Reaction of Some Dithiinodiquinolines with Potassium Methoxide as a Source of 4-Quinolinones with 3-Sulfide Function

Maślankiewicz M., Bębenek E.

Polish Journal of Chemistry

1999

Vol. 73, nr 11

1783-1789

Reaction of thioquinanthrene 1 and isothioquinanthrene 6 with 6 molar excess of potassium methoxide produces dipotassium salts 3-A and 8-A respectively, which were converted after 3'- (or 4')-alkylation followed by neutralization into 3,4'- or 3,3'-diquinolinyl sulfides 4 or 9 with total yield up to 99%. 4-Quinolinones 4 were N1-alkylated in DMSO/aqueous alkaline solution to N,S-dialkyl derivatives 5.

3'-Alkylsulfinyl-4-alkylthio and 3',4-Di(alkylsulfinyl)-3,4'-diquinolinyl Sulfides

Maślankiewicz M.

Polish Journal of Chemistry

1999

Vol. 73, nr 9

1477-1487

Reaction of 3',4-di(alkylthio)-3,4'-diquinolinyl sulfides 1 with nitrating mixture started with 3'-methylthio group monooxidation and yielded the 3'-alkylsulfinyl diquinolinyl sulfides 2 as the primary products.

3,3'-Bis(4-substituted-quinolinyl) Disulfides

Marciniec K., Banasiak T., Maslankiewicz A.

Polish Journal of Chemistry

1999

vol. 73 nr 7

1171-1176

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.