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Statements

Subject Item
n2:RIV%2F70883521%3A28110%2F11%3A43867499%21RIV12-MSM-28110___
rdf:type
skos:Concept n10:Vysledek
dcterms: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.
dcterms: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
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
skos:notation
RIV/70883521:28110/11:43867499!RIV12-MSM-28110___
n10:predkladatel
n16:orjk%3A28110
n3:aktivita
n11:S
n3:aktivity
S
n3:dodaniDat
n13:2012
n3:domaciTvurceVysledku
n12:8577552 n12:9972617
n3:druhVysledku
n15:O
n3:duvernostUdaju
n17:S
n3:entitaPredkladatele
n4:predkladatel
n3:idSjednocenehoVysledku
235809
n3:idVysledku
RIV/70883521:28110/11:43867499
n3:jazykVysledku
n5:eng
n3:klicovaSlova
thiocyanates, quinolones, dealkylation
n3:klicoveSlovo
n8:dealkylation n8:quinolones n8:thiocyanates
n3:kontrolniKodProRIV
[DA0DEEB15C49]
n3:obor
n14:CC
n3:pocetDomacichTvurcuVysledku
2
n3:pocetTvurcuVysledku
3
n3:rokUplatneniVysledku
n13:2011
n3:tvurceVysledku
Rudolf, Ondřej Klásek, Antonín Lyčka, Antonín
n7:organizacniJednotka
28110