About: Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone

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About: Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Práce popisuje originální syntézu N-amino-2-fenyl-3-hydroxychinolonů a to cyklizací příslušených hydrazonů fenacylesterů 2-hydrazinobenzoové kyseliny a fenacylesteru N´-benzoylhydrazinobenzoové kyseliny. (cs) 2-[(Disubstituted-methylene)-hydrazino] benzoic acid phenacylesters 2a-2d, prepared from anthranilic acid phenacylester 1, were unsuccesfully tried as starting materials for the synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone 8. The desired compound 8 was prepared by cyclization of N-acetyl as well as N-benzoyl-hydrazinobenzoic acid phenacylester 6a or 6b in polyphosphoric acid to afford N-acylamino-3-hydroxy-2-phenyl-4(1H)-quinolinone 7a or 7b, respectively. Surprisingly, the acyl group was resistant to attack by both hydrochloric acid as well as sodium hydroxide solution. It could be removed by boiling the compounds 7a or 7b respectively in 50% sulphuric acid to afford the the target compound 8 2-[(Disubstituted-methylene)-hydrazino] benzoic acid phenacylesters 2a-2d, prepared from anthranilic acid phenacylester 1, were unsuccesfully tried as starting materials for the synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone 8. The desired compound 8 was prepared by cyclization of N-acetyl as well as N-benzoyl-hydrazinobenzoic acid phenacylester 6a or 6b in polyphosphoric acid to afford N-acylamino-3-hydroxy-2-phenyl-4(1H)-quinolinone 7a or 7b, respectively. Surprisingly, the acyl group was resistant to attack by both hydrochloric acid as well as sodium hydroxide solution. It could be removed by boiling the compounds 7a or 7b respectively in 50% sulphuric acid to afford the the target compound 8 (en)
Title	Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone (en) Syntéza N-amino-3-hydroxy-2-fenyl-4(1H)-chinolonu (cs)
skos:prefLabel	Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone (en) Syntéza N-amino-3-hydroxy-2-fenyl-4(1H)-chinolonu (cs)
skos:notation	RIV/61989592:15310/06:00003260!RIV07-MSM-15310___
http://linked.open.../vavai/riv/strany	1065-1070
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika	N
http://linked.open...vai/riv/dodaniDat	2007
http://linked.open...aciTvurceVysledku	Soural, Miroslav Hlaváč, Jan Maloň, Michal Hradil, Pavel Fryšová, Iveta
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Palackého v Olomouci / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	502833
http://linked.open...ai/riv/idVysledku	RIV/61989592:15310/06:00003260
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	quinolinones; synthesis (en)
http://linked.open.../riv/klicoveSlovo	quinolinones synthesis
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[2A0FD0D360B1]
http://linked.open...i/riv/nazevZdroje	Journal of Heterocyclic Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	5 (xsd:int)
http://linked.open...cetTvurcuVysledku	7 (xsd:int)
http://linked.open...UplatneniVysledku	2006
http://linked.open...v/svazekPeriodika	43
http://linked.open...iv/tvurceVysledku	Hlaváč, Jan Soural, Miroslav Hradil, Pavel Maloň, Michal Krejčí, Petr Fryšová, Iveta Spáčilová, Lucie
http://linked.open...n/vavai/riv/zamer	Modulation of signalling and regulatory pathways in normal and cancer cells
issn	0022-152X
number of pages	6 (xsd:int)
http://localhost/t...ganizacniJednotka	15310
is http://linked.open...avai/riv/vysledek of	Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone Synthesis of N-amino-3-hydroxy-2-phenyl-4(1H)-quinolinone

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