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@inproceedings{388973,
author = {Mohamed, Walid Fathalla and Marek, Jaromír and Pazdera, Pavel},
address = {Basel},
booktitle = {Proceedings of ECSOC-5, The Fifth International Electronic Conference on Synthetic Organic Chemistry, http://www.mdpi.org/ecsoc-5.htm},
edition = {1.},
keywords = {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},
language = {eng},
location = {Basel},
isbn = {3-906980-06-5},
pages = {[a0048]},
publisher = {MDPI, Basel, Switzerland},
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},
url = {http://www.mdpi.org/ecsoc-5.htm},
year = {2001}
}
TY - JOUR
ID - 388973
AU - Mohamed, Walid Fathalla - Marek, Jaromír - Pazdera, Pavel
PY - 2001
TI - 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
PB - MDPI, Basel, Switzerland
CY - Basel
SN - 3906980065
KW - Quinazolines
KW - thioureas
KW - domino-reactions
KW - N3;N3-(3-oxapentan-1;5-diyl)-N1-(2-phenyl-3;4-dihydroquinazolin-4-ylidene)thiourea
KW - 1;3-oxathioles
KW - 1;3-thiazoles
UR - http://www.mdpi.org/ecsoc-5.htm
N2 - 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.
ER -
MOHAMED, Walid Fathalla, Jaromír MAREK a Pavel PAZDERA. 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. In \textit{Proceedings of ECSOC-5, The Fifth International Electronic Conference on Synthetic Organic Chemistry, http://www.mdpi.org/ecsoc-5.htm}. 1. vyd. Basel: MDPI, Basel, Switzerland. s.~[a0048], 1 s. ISBN~3-906980-06-5. 2001.
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