About: Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route

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About: Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Applicability of the previously described rearrangement of 2-oxo-2-phenylethyl 2-amino?benzoate leading to 2-phenyl-2-hydroxymethyl-2,3-dihydroquinazolin-4(1H)-one has been studied. To test the limits of the reaction, various starting compounds such as 2-oxopropyl 2-aminobenzoate, 2-oxo-2-phenylethyl 2-aminobenzoate and 3,3-dimethyl-2-oxobutyl 2-aminobenzoate as well as some of their corresponding N-methyl and N-phenyl analogues were used. The structure-reactivity dependence was observed giving the expected products only in specific cases and in limited yields. Structure of the dihydroquinazolin-4(1H)-one skeleton was unambiguously confirmed with use of X-ray analysis of two selected compounds. Finally, an alternative way for the preparation of the desired derivatives was developed. Applicability of the previously described rearrangement of 2-oxo-2-phenylethyl 2-amino?benzoate leading to 2-phenyl-2-hydroxymethyl-2,3-dihydroquinazolin-4(1H)-one has been studied. To test the limits of the reaction, various starting compounds such as 2-oxopropyl 2-aminobenzoate, 2-oxo-2-phenylethyl 2-aminobenzoate and 3,3-dimethyl-2-oxobutyl 2-aminobenzoate as well as some of their corresponding N-methyl and N-phenyl analogues were used. The structure-reactivity dependence was observed giving the expected products only in specific cases and in limited yields. Structure of the dihydroquinazolin-4(1H)-one skeleton was unambiguously confirmed with use of X-ray analysis of two selected compounds. Finally, an alternative way for the preparation of the desired derivatives was developed. (en)
Title	Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route (en)
skos:prefLabel	Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route (en)
skos:notation	RIV/61989592:15310/10:10215446!RIV11-MSM-15310___
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(ME09057), Z(MSM6198959216)
http://linked.open...iv/cisloPeriodika	10
http://linked.open...vai/riv/dodaniDat	2011
http://linked.open...aciTvurceVysledku	Soural, Miroslav Hlaváč, Jan Hradil, Pavel Funk, Petr
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	290731
http://linked.open...ai/riv/idVysledku	RIV/61989592:15310/10:10215446
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Dihydroquinazolinone, rearrangement, X-ray, condensation (en)
http://linked.open.../riv/klicoveSlovo	rearrangement X-ray condensation Dihydroquinazolinone
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[D07B777498A5]
http://linked.open...i/riv/nazevZdroje	Arkivoc
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	6 (xsd:int)
http://linked.open...vavai/riv/projekt	Research of new organic compounds with anticancer activity with use of combinatorial chemistry
http://linked.open...UplatneniVysledku	2010
http://linked.open...v/svazekPeriodika	NA
http://linked.open...iv/tvurceVysledku	Hlaváč, Jan Soural, Miroslav Hradil, Pavel Funk, Petr Kvapil, L. Bertolasi, V.
http://linked.open...ain/vavai/riv/wos	000282480400021
http://linked.open...n/vavai/riv/zamer	Modulation of signalling and regulatory pathways in normal and cancer cells
issn	1424-6376
number of pages	11 (xsd:int)
http://localhost/t...ganizacniJednotka	15310
is http://linked.open...avai/riv/vysledek of	Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route Study of anthranilate cyclisation to 2-hydroxymethyl-2,3-dihydro-quinazolin-4(1H)-ones and an alternative synthetic route

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