Unusual regioselective reaction of 2,6-dichloro-4-methylnicotinonitrile with malononitrile dimer

Unusual regioselective reaction of 2,6-dichloro-4-methylnicotinonitrile with malononitrile dimer

The reaction of 2,6-dichloro-4-methylnicotinonitrile with malononitrile dimer in the presence of triethylamine leads to regioselective nucleophilic substitution of the chlorine atom at position 6 with the formation of triethylammonium 2-amino-3-(6-chloro-5-cyano-4-methyl-pyridin-2-yl)-1,1,3-tricyano...

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Veröffentlicht in:Russian chemical bulletin 2021-07, Vol.70 (7), p.1363-1367
Hauptverfasser: Dyadyuchenko, L. V., Dotsenko, V. V., Muraviev, V. S., Dmitrieva, I. G., Aksenov, N. A., Aksenova, I. V.
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Chlorine
Dimers
Full Articles
Inorganic Chemistry
Malononitrile
Organic Chemistry
Regioselectivity
Spectral methods
Substitution reactions
Triethylamine
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Beschreibung
Zusammenfassung:The reaction of 2,6-dichloro-4-methylnicotinonitrile with malononitrile dimer in the presence of triethylamine leads to regioselective nucleophilic substitution of the chlorine atom at position 6 with the formation of triethylammonium 2-amino-3-(6-chloro-5-cyano-4-methyl-pyridin-2-yl)-1,1,3-tricyanoprop-2-en-1-ide. The structure of the product was confirmed by spectral methods and X-ray diffraction analysis.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-021-3224-1