105199-58-4Relevant articles and documents
Thioxopyridinecarbonitrile as a precursor for thieno-and pyrazolopyridines
Faty, Rasha A.M.,Gaafar
experimental part, p. 715 - 724 (2009/12/08)
PYRIDINETHIONE 1 reacted with alkyl halides or with aliphatic α-?-halocarbonyl to yield the corresponding alkylthio-derivatives 4a-e. which underwent ring closure to form derivatives 5 a.e Pyridinethione 1 reacted with bromomalononitrile, to give the thieno [2,3-b]pyπdine-2.2-dicarbonitrile derivatives 6. Compound 1 reacted with bromomalononitrile to yield structure 7. which was elucidated by the reaction of bromomalononitrile with 8 to furnish compound 9. Treatment of each of 4b and 1113 with hydrazine hydrate, respectively, afforded 3-amIno-4-(4-chlorophenyl)-6-phenyl-lH-pyrazolo [3,4-b] pyrIdIne-5-carboxanilIde (12) and ethyl 3-ammo-4-(4-chlorophenyl)-6-methyl-lH- pyrazoIo[3.4-b] pyrIdIne-5-carboxylate (13), respesctively.
PREPARATION AND PROPERTIES OF PIPERIDINE SALTS OF 6-HYDROXY-4,6-DIARYL-5-ETHOXYCARBONYL-3-CYANOPIPERIDINE-2-THIONES
Krauze, A. A.,Liepin'sh, E. E.,Pelcher, Yu. E.,Kalme, Z. A.,Dubur, G. Ya.
, p. 61 - 65 (2007/10/02)
Alkylation of piperidine salts of 6-hydroxy-4,6-diaryl-5-ethoxycarbonyl-3-cyanopiperidine-2(1H)-thiones yielded 6-hydroxy-2-alkylthio-4,6-diaryl-5-ethoxycarbonyl-3-cyano-3,4,5,6-tetrahydropyridines which were dehydrogenated with the formation of 2-methylthio-1,4- and 4,5-dihydropyridines.The oxidation of the compounds prepared has been studied.
Synthesis of Heterocyclic Compounds, L. - Preparation of Ethyl 2,4-Diaryl-5-cyano-1,6-dihydro-6-thioxo-3-pyridinecarboxylates from Ethyl α-Benzoylcinnamates
Rubio, Maria J.,Seoane, Carlos,Soto, Jose L.,Susaeta, Ana
, p. 210 - 220 (2007/10/02)
Die Umsetzung von α-Benzoylzimtsaeure-ethylestern 2 mit Cyanthioacetamid (1) in Methanol/Natriummethanolat fuehrt zu den Natriumsalzen der 2,4-Diaryl-5-cyan-1,2,3,4-tetrahydro-2-hydroxy-6-mercapto-3-pyridincarbonsaeure-ethylester 3.Diese koennen zu Methylthio-Derivaten 4 methyliert oder zu Dihydropyridonen 5 dehydratisiert werden.Die Verbindungen 4 werden mittels Nitrosylschwefelsaeure zu den entsprechenden aromatischen 2-(Methylthio)pyridinen oxidiert.Andererseits fuehrt eine aehnliche Behandlung der Derivate 5 zwar zu Aromatisierung, aber isoliert werden die Disulfide 6.Reduktion dieser Disulfide ergibt 2-Thiopyridone 7, woraus die zu gehoerigen 2-Pyridone 9 hergestellt werden koennen.Diese Produkte entstehen auch bei der basischen Hydrolyse von (Methylthio)pyridinen 8.