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ChemInform Abstract: Reactions of Polyhalopyridines. Part 14. Reaction of Isomeric Tetrachlorocyanopyridines and Pentachloropyridine with Potassium Ethyl Xanthogenate.

✍ Scribed by A. M. SIPYAGIN; V. V. KOLCHANOV; A. T. LEBEDEV; N. K. KARAKHANOVA

Publisher: John Wiley and Sons
Year: 2010
Weight: 38 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199820173

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✦ Synopsis

Reactions of Polyhalopyridines.

Part 14. Reaction of Isomeric Tetrachlorocyanopyridines and Pentachloropyridine with Potassium Ethyl Xanthogenate.

-Tetrachloro-2-cyanopyridine (I) reacts with xanthogenate (II) to provide the 4-mono-and 3,4-bis(xanthogenate) derivatives (III) and (IV), respectively. The latter one undergoes intramolecular cyclization in the presence of excess xanthogenate furnishing 1,3-dithiolopyridine systems (V) and (VI). The isomeric tetrachlorocyanopyridines (VII), (X) and the pentachloropyridine (XIII) react with xanthogenate (II) to give the expected monoand disubstituted derivatives but no cyclized products. In some cases, these substitution reactions are accompanied by extrusion of COS providing sulfide derivatives [cf. (VIII), (IX), (XV)]. -(SIPYAGIN, A.

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