Reaction of Tertiary 2-Chloroketones with Cyanide Ions: Application to 3-Chloroquinolinediones
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F21%3A50018879" target="_blank" >RIV/62690094:18470/21:50018879 - isvavai.cz</a>
Alternative codes found
RIV/70883521:28110/21:63536898
Result on the web
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/open.202100024" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/open.202100024</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/open.202100024" target="_blank" >10.1002/open.202100024</a>
Alternative languages
Result language
angličtina
Original language name
Reaction of Tertiary 2-Chloroketones with Cyanide Ions: Application to 3-Chloroquinolinediones
Original language description
3-Chloroquinoline-2,4-diones react with cyanide ions in dimethyl formamide to give 3-cyanoquinoline-2,4-diones in small yields due to the strong hindrance of the substituent at the C-3 atom. Good yields can be achieved if the substituent at this position is the methyl group. In the methanol solution, the reaction proceeds by an addition mechanism to form 2-oxo-1a,2,3,7b-tetrahydrooxireno[2,3-c]quinoline-7b-carbonitriles, from which 4-hydroxy-3-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline-4-carbonitriles are subsequently formed by opening of the epoxide ring with methanol. Some minor products of these reactions have also been isolated. The H-1, C-13 and N-15 NMR spectra of the prepared compounds were measured, and all resonances were assigned using appropriate two-dimensional spectra.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10402 - Inorganic and nuclear chemistry
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
CHEMISTRYOPEN
ISSN
2191-1363
e-ISSN
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Volume of the periodical
10
Issue of the periodical within the volume
6
Country of publishing house
DE - GERMANY
Number of pages
8
Pages from-to
645-652
UT code for WoS article
000674281000009
EID of the result in the Scopus database
2-s2.0-85108187518