Nitriles in Heterocyclic Synthesis: Novel Synthesis of 4H-Thiopyran and of 2-Hydroxy-6-pyridine Thione Derivatives / Galal Eldin Hamza Elgem eie, Sherif Mourad Sherif, Fatma Abd El Maksoud Abd El A al, and M ohamed Hilmy Elnagdi
Open Access
- 1 June 1986
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 41 (6) , 781-783
- https://doi.org/10.1515/znb-1986-0618
Abstract
Reaction of arylmethylenemalononitrile 2a−c with cyanothioacetamide 1 afforded 4-aryl-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles 5a−c on refluxing in ethanolic aqueous triethylamine, rearranged to yield the 4-aryl-1,2-dihydro-6-hydroxy-2-thioxo-3,5-pyridine dicarbonitriles 8a−c. The same compounds could be obtained on treatment of 2a−c with 1 in ethanolic aqueous triethylamine or on reacting 1 with 2d−f. The 13C NMR data of the products are reported and interpreted.Keywords
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