Synthesis and reactions of novel 3-amino-1H,3H-quinoline-2,4-diones

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F02%3A63500545" target="_blank" >RIV/70883521:28110/02:63500545 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Synthesis and reactions of novel 3-amino-1H,3H-quinoline-2,4-diones
Original language description
Only several title compounds were known till now, no of them with primary amino group. For the synthesis of primary amines, two different strategies were applied: reduction of 3-azido-1H,3H-quinoline-2,4-diones with zinc in acetic acid, and the reactionof 3-chloro-1H,3H-quinoline-2,4-diones with ammonia generated in situ in water-free medium. Secondary amines were conveniently prepared by the aminolysis of 3-chloro- or 3-bromo-1H,3H-quinoline-2,4-diones. Wittig olefination of the title compounds with ethyl (triphenylphosphoranylidene) acetate gave ethyl (2E)-(3-amino-2-oxo-2,3-dihydroquinolin-4(1H)-ylidene)acetates as the major products, accompanied with a small amount of 3,3a-dihydro-5H-pyrrolo[2,3-c]quinoline-2,4-diones. The structure of the pyrrolo[2,3-c]quinoline ring was confirmed by an independent synthesis, via intramolecular Wittig olefination.
Czech name
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Czech description
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Publication year
2002
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Article name in the collection
20th European Colloquium on Heterocyclic Chemistry - book of abstracts
ISBN
nemá
ISSN
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e-ISSN
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Number of pages
1
Pages from-to
96
Publisher name
Sodertorn University College
Place of publication
Stockholm
Event location
Stockholm
Event date
Aug 18, 2002
Type of event by nationality
EUR - Evropská akce
UT code for WoS article
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