Molecular Rearrangement of 9b-Hydroxy-1H-imidazo[4,5-c]quinoline-2,4-diones - A Convenient Pathway to Spiro-Linked Imidazolidine-Oxindole Derivatives

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F09%3A00008303" target="_blank" >RIV/00216275:25310/09:00008303 - isvavai.cz</a>
Alternative codes found
RIV/67985823:_____/09:00328963
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Molecular Rearrangement of 9b-Hydroxy-1H-imidazo[4,5-c]quinoline-2,4-diones - A Convenient Pathway to Spiro-Linked Imidazolidine-Oxindole Derivatives
Original language description
The 1-substituted 3-alkyl/aryl-3-aminoquinoine-2,4(1H,3H)-diones 1 react with alkyl/aryl isocynates to give 3-alkyl/aryl-3-ureidoquinoline-2,4(1H,3H)-diones (=N-(3-alkyl/aryl-1,2,3,4-tetrahydro-2,4-dioxoquinolin-3-yl)ureas) 2 and/or 3a-alkyl/aryl-3,3a,5,9b-tetrahydro-9b-hydroxy-1H-imidazo[4,5-c]quinoline -2,4-diones 3 in high yields. Compounds 2 and 3 rearrange by boiling in AcOH or concentrated HCl solution to give three different types of spiro[imidazolidine-4,3'[3H]indole]-2,2'(1'H)-diones, i.e., 10,11, and 12, depending on the kind of substituents at C(3) and C(3a), respectively. All compounds were characterized by H-1- and C-13-NMR and IR spectroscopy as well as by atmospheric-pressure chemical-ionization (APCI) mass spectra. The structures of compounds 11c and 12Al were investigated by single-crystal X-ray diffraction analysis.
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
CA - Inorganic chemistry
OECD FORD branch
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Publication year
2009
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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