DC pole | Wartość | Język |
dc.contributor.author | Funk, Petr | - |
dc.contributor.author | Motyka, Kamil | - |
dc.contributor.author | Soural, Miroslav | - |
dc.contributor.author | Malon, Michal | - |
dc.contributor.author | Koshino, Hiroyuki | - |
dc.contributor.author | Kusz, Joachim | - |
dc.contributor.author | Hlavac, Jan | - |
dc.date.accessioned | 2017-11-18T18:51:50Z | - |
dc.date.available | 2017-11-18T18:51:50Z | - |
dc.date.issued | 2017 | - |
dc.identifier.citation | PLoS ONE, Vol. 12, iss. 5 (2017), art. no e0175364 | pl_PL |
dc.identifier.issn | 1932-6203 | - |
dc.identifier.uri | http://hdl.handle.net/20.500.12128/354 | - |
dc.description.abstract | 2-Aminoquinolin-4(1H)-one was reacted with various primary/secondary amines and paraformaldehyde under Mannich reaction conditions. In the case of secondary amines, the reaction in N,N-dimethylformamide yielded expected Mannich products accompanied with 3,3'-methylenebis(2-aminoquinolin-4(1H)-one). Except these main products, the pyrimido [4,5-b]quinolin-5-one derivative was also identified as co-product. The reaction with primary amines led to the formation of pyrimido[4,5-b]quinolin-5-ones. The Mannich reaction products were thermally unstable and afforded a mixture of bis-(2-aminoquinolin-4(1H)-one) and tris-(2-aminoquinolin-4(1H)-one) derivative, probably via reactive methylene species. This retro-Mannich reaction was tested in reaction with indole and thiophenole as nucleophilles, and appropriate conjugates were formed. The mechanism of above discussed reactions in which 2-aminoquinolinone displays the nucleophilicity on C3 carbon as well as N2 nitrogen is discussed. | pl_PL |
dc.language.iso | en | pl_PL |
dc.rights | Uznanie autorstwa 3.0 Polska | * |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/pl/ | * |
dc.subject | Mannich reaction | pl_PL |
dc.subject | retro-Mannich reaction | pl_PL |
dc.subject | Aminoquinolines | pl_PL |
dc.title | Study of 2-aminoquinolin-4(1H)-one under Mannich and retro-Mannich reaction | pl_PL |
dc.type | info:eu-repo/semantics/article | pl_PL |
dc.relation.journal | PLoS ONE | pl_PL |
dc.identifier.doi | 10.1371/journal.pone.0175364 | - |
Pojawia się w kolekcji: | Artykuły (WNŚiT)
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