Reaction of 1-substituted 3-aminoquinolinediones with isocyanic and isothiocyanic acid

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F11%3A43865342" target="_blank" >RIV/70883521:28110/11:43865342 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1016/j.tet.2011.02.002" target="_blank" >http://dx.doi.org/10.1016/j.tet.2011.02.002</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tet.2011.02.002" target="_blank" >10.1016/j.tet.2011.02.002</a>

Result language
angličtina
Original language name
Reaction of 1-substituted 3-aminoquinolinediones with isocyanic and isothiocyanic acid
Original language description
1-Substituted-3-aminoquinoline-2,4(1H,3H)-diones react with potassium cyanate or potassium thiocyanate in boiling acetic acid to give ureido- or thioureidooxindoles, spiro-oxindoles and dihydroimidazoquinolones. However, if the starting compounds are substituted with a benzyl group at position 3, a C-debenzylation proceeds to give imidazoquinolones. According to a proposed reaction mechanism, a molecular rearrangement of the primarily formed mono-substituted urea or thiourea takes place. All compounds were characterized by 1H, 13C and IR spectroscopy and MS data.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Project
<a href="/en/project/GA203%2F07%2F0320" target="_blank" >GA203/07/0320: Transformations of 3-hydroxy, 3-amino, and 3-thiocyanatoquinoline-2,4(1H,3H)-diones to novel heterocyclic systems</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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