About: Transformation of 3-Thiocyanatoquinoline-2,4-diones in a Strong Acidic Medium

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About: Transformation of 3-Thiocyanatoquinoline-2,4-diones in a Strong Acidic Medium Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	3-Thiocyanatoquinolone-2,4-diones 2, accessible by thiocyanation of 4-hydroxy-2-quinolones, are highly sensitive towards water. However, their conversion to compounds 3 and 4 can be carried out in 96% sulfuric acid. In the presence of excess of phosphorus pentoxide, C-dealkylated compound 5 (R1 =H) was obtained from 2 (R1 = H, R2 = Bu). Inasmuch as compounds 4 can be smoothly converted to valuable compounds 7 and 8 and compounds 5 are hardly obtainable from 3-unsubstituted 2-quinolones, we decided to study the reaction of compounds 2 in detail. The influence of the type of substitution at positions 1 and 4 in 2, composition of the reaction mixture and its processing, and the reaction time on the yield of individual products 3-5 and also on lately isolated compounds 6 was studied. The results will be discussed and the reaction mechanism will be proposed. 3-Thiocyanatoquinolone-2,4-diones 2, accessible by thiocyanation of 4-hydroxy-2-quinolones, are highly sensitive towards water. However, their conversion to compounds 3 and 4 can be carried out in 96% sulfuric acid. In the presence of excess of phosphorus pentoxide, C-dealkylated compound 5 (R1 =H) was obtained from 2 (R1 = H, R2 = Bu). Inasmuch as compounds 4 can be smoothly converted to valuable compounds 7 and 8 and compounds 5 are hardly obtainable from 3-unsubstituted 2-quinolones, we decided to study the reaction of compounds 2 in detail. The influence of the type of substitution at positions 1 and 4 in 2, composition of the reaction mixture and its processing, and the reaction time on the yield of individual products 3-5 and also on lately isolated compounds 6 was studied. The results will be discussed and the reaction mechanism will be proposed. (en)
Title	Transformation of 3-Thiocyanatoquinoline-2,4-diones in a Strong Acidic Medium Transformation of 3-Thiocyanatoquinoline-2,4-diones in a Strong Acidic Medium (en)
skos:prefLabel	Transformation of 3-Thiocyanatoquinoline-2,4-diones in a Strong Acidic Medium Transformation of 3-Thiocyanatoquinoline-2,4-diones in a Strong Acidic Medium (en)
skos:notation	RIV/70883521:28110/11:43867499!RIV12-MSM-28110___
http://linked.open...avai/predkladatel	Fakulta technologická
http://linked.open...avai/riv/aktivita	S
http://linked.open...avai/riv/aktivity	S
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Klásek, Antonín Rudolf, Ondřej
http://linked.open.../riv/druhVysledku	O - Ostatní výsledky nezařaditelné do žádného z výše uvedených druhů výsledku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Tomáše Bati ve Zlíně / Fakulta technologická
http://linked.open...dnocenehoVysledku	235809
http://linked.open...ai/riv/idVysledku	RIV/70883521:28110/11:43867499
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	thiocyanates, quinolones, dealkylation (en)
http://linked.open.../riv/klicoveSlovo	dealkylation quinolones thiocyanates
http://linked.open...ontrolniKodProRIV	[DA0DEEB15C49]
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...UplatneniVysledku	2011
http://linked.open...iv/tvurceVysledku	Lyčka, Antonín Klásek, Antonín Rudolf, Ondřej
http://localhost/t...ganizacniJednotka	28110

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