1,2-Dihydro-4,6-dimethyl-2-thioxo-3-pyridinecarbonitrile

Gallagher, Timothy; Hirschhäuser, Christoph

doi:10.1002/047084289x.rd226.pub2

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2021

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“…General Procedure for the Synthesis of 3-Amino-Narylthieno [2,3-b]pyridine-2-carboxamides 30a−l. To a mixture of 4,6-dimethyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile 125,126 or 4-(methoxymethyl)-6-methyl-2-thioxo-1,2dihydropyridine-3-carbonitrile 127 (20 mmol) and 10% aq. KOH solution (11.2 mL, 20 mmol) in DMF (20 mL), the corresponding N-aryl-2-chloroacetamide (20 mmol) was added.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Unusual Oxidative Dimerization in the 3-Aminothieno[2,3-b]pyridine-2-carboxamide Series

et al. 2021

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Noncatalyzed, regio-and stereoselective hypochlorite oxidation of 3-aminothieno[2,3-b]pyridine-2-carboxamides is presented. Unexpectedly, the oxidation proceeded by different mechanistic pathways, and different products were formed, depending on the nature of solvents used. A possible mechanism, the structure of products, kinetics and dynamics of intramolecular processes, and biological activity of products are discussed.

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Section: ■ Experimental Sectionmentioning

confidence: 99%