About: The Reactivity Study on N3,N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea. Part 2: Reaction with Phenacyl Bromides and Chloroacetic Acid Derivatives     Goto   Sponge   NotDistinct   Permalink

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Description
  • The model N3,N3-(3-oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydro-quinazolin-4-yliden)thiourea 1 reacts with phenacyl bromides to afford N4-(5-aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines orN4-(4,5-diphenyl-1,3-oxathiol-2-yliden)-2-phenyl-4-aminoquinazoline by a kinetically controlled reversible reaction favoring the enolate reaction intermediate, while the 4-[4-aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine was produced by a thermodynamically controlled reversible reaction favoring the C-anion intermediate. The reaction of 1 with chloroacetic acid derivatives gave 4-substituted-2-morpholino-5-(2-phenyl-quinazolin-4-yl)-1,3-thiazoles as the only reaction pathway.
  • The model N3,N3-(3-oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydro-quinazolin-4-yliden)thiourea 1 reacts with phenacyl bromides to afford N4-(5-aryl-1,3-oxathiol-2-yliden)-2-phenylquinazolin-4-amines orN4-(4,5-diphenyl-1,3-oxathiol-2-yliden)-2-phenyl-4-aminoquinazoline by a kinetically controlled reversible reaction favoring the enolate reaction intermediate, while the 4-[4-aryl-5-(2-phenylquinazolin-4-yl)-1,3-thiazol-2-yl]morpholine was produced by a thermodynamically controlled reversible reaction favoring the C-anion intermediate. The reaction of 1 with chloroacetic acid derivatives gave 4-substituted-2-morpholino-5-(2-phenyl-quinazolin-4-yl)-1,3-thiazoles as the only reaction pathway. (en)
Title
  • The Reactivity Study on N3,N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea. Part 2: Reaction with Phenacyl Bromides and Chloroacetic Acid Derivatives
  • The Reactivity Study on N3,N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea. Part 2: Reaction with Phenacyl Bromides and Chloroacetic Acid Derivatives (en)
skos:prefLabel
  • The Reactivity Study on N3,N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea. Part 2: Reaction with Phenacyl Bromides and Chloroacetic Acid Derivatives
  • The Reactivity Study on N3,N3-(3-Oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-yliden)thiourea. Part 2: Reaction with Phenacyl Bromides and Chloroacetic Acid Derivatives (en)
skos:notation
  • RIV/00216224:14310/01:00005301!RIV/2002/MSM/143102/N
http://linked.open.../vavai/riv/strany
  • [a0048]
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/01/1333), Z(MSM 143100011)
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
  • 694023
http://linked.open...ai/riv/idVysledku
  • RIV/00216224:14310/01:00005301
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Quinazolines, thioureas, domino-reactions, N3,N3-(3-oxapentan-1,5-diyl)-N1-(2-phenyl-3,4-dihydroquinazolin-4-ylidene)thiourea, 1,3-oxathioles, 1,3-thiazoles (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...ontrolniKodProRIV
  • [1D0CA253F39D]
http://linked.open...v/mistoKonaniAkce
  • Basel
http://linked.open...i/riv/mistoVydani
  • Basel
http://linked.open...i/riv/nazevZdroje
  • Proceedings of ECSOC-5, The Fifth International Electronic Conference on Synthetic Organic Chemistry, http://www.mdpi.org/ecsoc-5.htm
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
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http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...iv/tvurceVysledku
  • Marek, Jaromír
  • Pazdera, Pavel
  • Mohamed, Walid Fathalla
http://linked.open...vavai/riv/typAkce
http://linked.open.../riv/zahajeniAkce
http://linked.open...n/vavai/riv/zamer
number of pages
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  • MDPI, Basel, Switzerland
https://schema.org/isbn
  • 3-906980-06-5
http://localhost/t...ganizacniJednotka
  • 14310
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