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- Title
2-(Fur-2-yl)thiazolo[4,5-f]quinoline: Synthesis and Electrophilic Substitution Reactions.
- Authors
Aleksandrov, A. A.; El'chaninov, M. M.; Zablotskii, D. A.
- Abstract
Condensation of quinoline-5-amine with furan-2-carbonyl chloride in propan-2-ol afforded N-(5- quinolyl)furan-2-carboxamide, treatment of which with an excess of P2S5 in anhydrous pyridine led to the formation of the corresponding thioamide. Oxidation of the latter with potassium ferricyanide in an alkaline medium furnished 2-(fur-2-yl)thiazolo[4,5-f]quinoline. A plausible mechanism for its formation was proposed. The reactions of electrophilic substitution (nitration, bromination, formylation, acylation) of the obtained N-(5-quinolyl)furan-2-carboxamide were studied.
- Subjects
CONDENSATION; QUINOLINE; AMINE imides; PHOSGENE; CARBOXAMIDES; PYRIDINE; THIOAMIDES; OXIDATION
- Publication
Russian Journal of General Chemistry, 2019, Vol 89, Issue 1, p37
- ISSN
1070-3632
- Publication type
Article
- DOI
10.1134/S1070363219010079