| Abstrakt: |
4-Alkylamino-2(1 H)-pyridinethiones ( 1) react with bis-trichlorphenylethylmalonate ( 3) to give four isomeric products: 5-thioxo-1,6-naphthyridine-2(1 H)-ones ( 4), 7,7-dimethyl-4 H-thiopyrano[2,3-b]pyridine-4-ones ( 6), 2,2-dimethyl-2 H-thiopyrano[2,3-b]pyridine-5,7-dioles ( 7) and 2,2-dimethyl-2 H-thiopyrano[2,3-b]pyridine-5(3 H)-ones ( 8). On treatment with alkali the thioxogroup of 4 is hydrolyzed and 1,6-naphthyridinediones ( 5) are formed. Compound 5 can also be synthesized by heating the alkylaminopyridones ( 2) together with 3. 6 can be hydrolyzed to 2-thioxo-3-pyridylpropylketones ( 12). On treatment with diluted alkali or conc. acid the aminogroup of 7 and 8 is hydrolyzed and 10 is formed. By heating in 20% NaOH 10 is transformed to the dihydroxymercapto-3-pyridylmethylketone ( 11). [ABSTRACT FROM AUTHOR] |
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