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Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives

Herman Lutz ; Fakultat fur Chemie, Universitat Konstanz, Postfach 5560, D-7750, Konstanz/West Germany
Wolfgang Pfleiderer ; Fakultat fur Chemie, Universitat Konstanz, Postfach 5560, D-7750, Konstanz/West Germany

Puni tekst: engleski, pdf (9 MB) str. 199-220 preuzimanja: 119* citiraj
APA 6th Edition
Lutz, H. i Pfleiderer, W. (1986). Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives. Croatica Chemica Acta, 59 (1), 199-220. Preuzeto s https://hrcak.srce.hr/177590
MLA 8th Edition
Lutz, Herman i Wolfgang Pfleiderer. "Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives." Croatica Chemica Acta, vol. 59, br. 1, 1986, str. 199-220. https://hrcak.srce.hr/177590. Citirano 23.06.2021.
Chicago 17th Edition
Lutz, Herman i Wolfgang Pfleiderer. "Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives." Croatica Chemica Acta 59, br. 1 (1986): 199-220. https://hrcak.srce.hr/177590
Harvard
Lutz, H., i Pfleiderer, W. (1986). 'Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives', Croatica Chemica Acta, 59(1), str. 199-220. Preuzeto s: https://hrcak.srce.hr/177590 (Datum pristupa: 23.06.2021.)
Vancouver
Lutz H, Pfleiderer W. Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives. Croatica Chemica Acta [Internet]. 1986 [pristupljeno 23.06.2021.];59(1):199-220. Dostupno na: https://hrcak.srce.hr/177590
IEEE
H. Lutz i W. Pfleiderer, "Pteridines, LXXVIII Reactions and Properties of 4-Thiolumazine Derivatives", Croatica Chemica Acta, vol.59, br. 1, str. 199-220, 1986. [Online]. Dostupno na: https://hrcak.srce.hr/177590. [Citirano: 23.06.2021.]

Sažetak
The reactivity of the 4-thioxo function towards nucleophiles
in the 1- (X) and 3-methyl- (XI) and 1,3-dhnethyl-6,7-diphenyl-
-4-thiolumazine (XII) series was examined, show ing easy displacements under mild conditions. Special structural and electronical features became obvious with 3-methyl-6,7-diphenyl-4-thiolumazine (XI), which reacted analogously to the corresponding 1,3-dimethyl derivative (XII) with amines to the 4-imino tautomers
(XVIII-XXIV) and with hydrazines to the corresponding 4-hydrazones
(XXVI-XXX). The latter compounds are very light sensitive and react by photooxidation to the corresponding 6,7-diphenyllumazines
(VI-VIlI). Nucleophilic displacement of the sulfur in the 4-thioamide group by alkoxides and under HgBr2 catalysis yielded the unusual 4,4-di-O-alkyl amidacetals (XXXIII- XXXVI). The acetal function is prone to easy substitution by C-H acidic compounds, giving from XXXIV the 4-dicyanomethylen- 1,3-dimethyl-2-oxo-6, 7-diphenyl- tetrahydropteridine (XXXIX). The newly synthesized compounds have been characterized by element ary analysis, lH-NMR and UV spectra based onpKa-values.

Hrčak ID: 177590

URI
https://hrcak.srce.hr/177590

Posjeta: 218 *