This HTML5 document contains 54 embedded RDF statements represented using HTML+Microdata notation.

The embedded RDF content will be recognized by any processor of HTML5 Microdata.

Namespace Prefixes

PrefixIRI
dctermshttp://purl.org/dc/terms/
n20http://localhost/temp/predkladatel/
n13http://linked.opendata.cz/resource/domain/vavai/projekt/
n6http://linked.opendata.cz/resource/domain/vavai/riv/tvurce/
n21http://linked.opendata.cz/resource/domain/vavai/subjekt/
n19http://linked.opendata.cz/ontology/domain/vavai/
shttp://schema.org/
skoshttp://www.w3.org/2004/02/skos/core#
rdfshttp://www.w3.org/2000/01/rdf-schema#
n3http://linked.opendata.cz/ontology/domain/vavai/riv/
n17http://bibframe.org/vocab/
n2http://linked.opendata.cz/resource/domain/vavai/vysledek/
rdfhttp://www.w3.org/1999/02/22-rdf-syntax-ns#
n8http://linked.opendata.cz/ontology/domain/vavai/riv/klicoveSlovo/
n4http://linked.opendata.cz/ontology/domain/vavai/riv/duvernostUdaju/
xsdhhttp://www.w3.org/2001/XMLSchema#
n16http://linked.opendata.cz/ontology/domain/vavai/riv/jazykVysledku/
n12http://linked.opendata.cz/ontology/domain/vavai/riv/aktivita/
n18http://linked.opendata.cz/ontology/domain/vavai/riv/obor/
n14http://linked.opendata.cz/ontology/domain/vavai/riv/druhVysledku/
n15http://linked.opendata.cz/resource/domain/vavai/vysledek/RIV%2F00216208%3A11160%2F13%3A10145815%21RIV14-GA0-11160___/
n7http://reference.data.gov.uk/id/gregorian-year/

Statements

Subject Item
n2:RIV%2F00216208%3A11160%2F13%3A10145815%21RIV14-GA0-11160___
rdf:type
skos:Concept n19:Vysledek
rdfs:seeAlso
http://www.sciencedirect.com/science/article/pii/S004040201201873X
dcterms:description
Contrary to a number of reports, alkylations of the privileged 3,4-dihydroquinazoline scaffold provide N3-alkylated products, and not 4-alkoxyquinazolines. To correctly assign the structure, C-13 NMR shifts of the -Z-CHn- (Z=O, N) fragment are necessary; resonances in the 45-55 ppm range are indicative of N3-allcylation. Treatment of 3,4-dihydroquinazoline-4-one with p-TsCl afforded the N3-tosylated compound, whose reaction with an amine yielded the corresponding N3-alkyl derivative. A mechanism corroborated by N-15-labeling involving pyrimidine ring opening and recyclisation is proposed. Finally, the unambiguous preparation of 4-alkoxyquinazolines is described via treatment of 3,4-dihydroquinazoline-4-ones with PCl5 followed by an alkoxide. Contrary to a number of reports, alkylations of the privileged 3,4-dihydroquinazoline scaffold provide N3-alkylated products, and not 4-alkoxyquinazolines. To correctly assign the structure, C-13 NMR shifts of the -Z-CHn- (Z=O, N) fragment are necessary; resonances in the 45-55 ppm range are indicative of N3-allcylation. Treatment of 3,4-dihydroquinazoline-4-one with p-TsCl afforded the N3-tosylated compound, whose reaction with an amine yielded the corresponding N3-alkyl derivative. A mechanism corroborated by N-15-labeling involving pyrimidine ring opening and recyclisation is proposed. Finally, the unambiguous preparation of 4-alkoxyquinazolines is described via treatment of 3,4-dihydroquinazoline-4-ones with PCl5 followed by an alkoxide.
dcterms:title
The unambiguous synthesis and NMR assignment of 4-alkoxy and 3-alkylquinazolines The unambiguous synthesis and NMR assignment of 4-alkoxy and 3-alkylquinazolines
skos:prefLabel
The unambiguous synthesis and NMR assignment of 4-alkoxy and 3-alkylquinazolines The unambiguous synthesis and NMR assignment of 4-alkoxy and 3-alkylquinazolines
skos:notation
RIV/00216208:11160/13:10145815!RIV14-GA0-11160___
n19:predkladatel
n21:orjk%3A11160
n3:aktivita
n12:S n12:P n12:I
n3:aktivity
I, P(GAP207/10/2048), S
n3:cisloPeriodika
6
n3:dodaniDat
n7:2014
n3:domaciTvurceVysledku
n6:3654036 n6:3216691 n6:8323062 n6:4728858 n6:6556981 n6:7969619
n3:druhVysledku
n14:J
n3:duvernostUdaju
n4:S
n3:entitaPredkladatele
n15:predkladatel
n3:idSjednocenehoVysledku
112535
n3:idVysledku
RIV/00216208:11160/13:10145815
n3:jazykVysledku
n16:eng
n3:klicovaSlova
N3-alkylation; O-alkylation; NMR; Quinazoline
n3:klicoveSlovo
n8:Quinazoline n8:O-alkylation n8:NMR n8:N3-alkylation
n3:kodStatuVydavatele
US - Spojené státy americké
n3:kontrolniKodProRIV
[634F7CE1FA49]
n3:nazevZdroje
Tetrahedron
n3:obor
n18:CC
n3:pocetDomacichTvurcuVysledku
6
n3:pocetTvurcuVysledku
6
n3:projekt
n13:GAP207%2F10%2F2048
n3:rokUplatneniVysledku
n7:2013
n3:svazekPeriodika
69
n3:tvurceVysledku
Palát, Karel Novák, Zdeněk Špulák, Marcel Pour, Milan Kuneš, Jiří Pourová, Jana
n3:wos
000315613000004
s:issn
0040-4020
s:numberOfPages
7
n17:doi
10.1016/j.tet.2012.12.031
n20:organizacniJednotka
11160