About: Study of Ring Closure Reaction of Substituted Phenyl N-(2-thiocarbamoylphenyl)carbamates Catalysed by Methoxide Ion     Goto   Sponge   NotDistinct   Permalink

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  • Studies were made of the kinetics of methoxide ion-catalysed reactions of seven substituted phenyl N-(2-thiocarbamoylphenyl)carbamates, 4-methoxyphenyl N-(2-thiocarbamoylphenyl)-N-(methyl)carbamate and five substituted phenyl N-(4-thiocarbamoylphenyl)carbamates, leading to the respective cyclisation products (i.e. 4-thioxo-1H,3H-quinazolin-2-one or 1-methyl-4-thioxo-1H,3H-quinazolin-2-one) and/or methanolysis product, i.e. methyl N-(4-thiocarbamoylphenyl)carbamate. It was found that the ring closure reaction proceeds by the BAc2 mechanism with the splitting off of phenoxide anion being the rate-limiting step, while the methanolysis follows the E1cB mechanism. The ring closure reaction of 4-methoxyphenyl N-(2-thiocarbamoyl)-N-(methyl)carbamate proceeds kinetically in two steps.
  • Studies were made of the kinetics of methoxide ion-catalysed reactions of seven substituted phenyl N-(2-thiocarbamoylphenyl)carbamates, 4-methoxyphenyl N-(2-thiocarbamoylphenyl)-N-(methyl)carbamate and five substituted phenyl N-(4-thiocarbamoylphenyl)carbamates, leading to the respective cyclisation products (i.e. 4-thioxo-1H,3H-quinazolin-2-one or 1-methyl-4-thioxo-1H,3H-quinazolin-2-one) and/or methanolysis product, i.e. methyl N-(4-thiocarbamoylphenyl)carbamate. It was found that the ring closure reaction proceeds by the BAc2 mechanism with the splitting off of phenoxide anion being the rate-limiting step, while the methanolysis follows the E1cB mechanism. The ring closure reaction of 4-methoxyphenyl N-(2-thiocarbamoyl)-N-(methyl)carbamate proceeds kinetically in two steps. (en)
  • Byla studována kinetika reakce sedmi substitutovaných fenyl N-(2-thiokarbamoylfenyl)karbamátů, 4-methoxyfenyl N-(2-thiokarbamoylfenyl)-N-(methyl)karbamátu a pěti substituovaných fenyl N-(4-thiokarbamoylfenyl)karbamátů s metahnolátem sodným poskytující odpovídající produkty cyklizace (tj. 4-thioxo-1H,3H-chinazolin-2-on nebo 1-methyl-4-thioxo-1H,3H-chinazolin-2-on) a methanolýzy , tj. methyl N-(4-thiokarbamoylfenyl)karbamát. Bylo zjištěno, že cyklizace probíhá BAc2 mechanismem s rychlost určujícím odštěpováním fenolátového aniontu , kdežto methanolýza probíhá E1cB mechanismem. Cyklizace 4-methoxyfenyl N-(2-thiokarbamoyl)-N-(methyl)karbamátu probíhá kineticky ve dvou krocích. (cs)
Title
  • Study of Ring Closure Reaction of Substituted Phenyl N-(2-thiocarbamoylphenyl)carbamates Catalysed by Methoxide Ion
  • Study of Ring Closure Reaction of Substituted Phenyl N-(2-thiocarbamoylphenyl)carbamates Catalysed by Methoxide Ion (en)
  • Studium cyklizační reakce substituovaných fenyl N-(2-thiokarbamoylfenyl)karbamátů katalyzované methanolátovým iontem (cs)
skos:prefLabel
  • Study of Ring Closure Reaction of Substituted Phenyl N-(2-thiocarbamoylphenyl)carbamates Catalysed by Methoxide Ion
  • Study of Ring Closure Reaction of Substituted Phenyl N-(2-thiocarbamoylphenyl)carbamates Catalysed by Methoxide Ion (en)
  • Studium cyklizační reakce substituovaných fenyl N-(2-thiokarbamoylfenyl)karbamátů katalyzované methanolátovým iontem (cs)
skos:notation
  • RIV/00216275:25310/06:00004377!RIV08-MSM-25310___
http://linked.open.../vavai/riv/strany
  • 61-67
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • Z(MSM0021627501)
http://linked.open...iv/cisloPeriodika
  • 1
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 502302
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/06:00004377
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • N-(2-thiocarbamoylphenyl)carbamates; kinetics; mechanism; ring closure; rotamers (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV
  • [C8594B6A131D]
http://linked.open...i/riv/nazevZdroje
  • Journal of Physical Organic Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 19
http://linked.open...iv/tvurceVysledku
  • Jansa, Petr
  • Sedlák, Miloš
  • Hanusek, Jiří
  • Štěrba, Vojeslav
http://linked.open...n/vavai/riv/zamer
issn
  • 0894-3230
number of pages
http://localhost/t...ganizacniJednotka
  • 25310
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