Detailed Information on Publication Record
2001
Regioselectivity of Electrophilic Attack on 4-Methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one.
MOHAMED, Walid Fathalla, Michal ČAJAN and Pavel PAZDERABasic information
Original name
Regioselectivity of Electrophilic Attack on 4-Methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one.
Authors
MOHAMED, Walid Fathalla, Michal ČAJAN and Pavel PAZDERA
Edition
Molecules, Basel, MDPI, 2001, 1420-3049
Other information
Language
English
Type of outcome
Článek v odborném periodiku
Field of Study
10401 Organic chemistry
Country of publisher
Switzerland
Confidentiality degree
není předmětem státního či obchodního tajemství
Impact factor
Impact factor: 0.223
RIV identification code
RIV/00216224:14310/01:00004227
Organization unit
Faculty of Science
Keywords in English
Cyclic thioamides; regioselective reactions; 4-methyl-1-thioxo-1;2;4;5-tetrahydro[1;2;4]triazolo[4;3-a]quinazolin-5-one; DFT computational studies.
Tags
Změněno: 6/6/2001 11:54, doc. RNDr. Pavel Pazdera, CSc.
Abstract
V originále
The regioselectivity of the model compound 4-methyl-1-thioxo-1,2,4,5-tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one (3) towards different electrophiles was studied. Compound 3 reacts with alkyl and aryl halides to give the corresponding S-substituted derivatives. The reaction of the model thioamide with acyl halides proceeds by the formation of kinetically controlled S-acyl derivatives followed by a transacylation reaction to give the N2-acyl derivatives as thermodynamically controlled products. Theoretical DFT computational studies supported the explanation of these results. The synthesized compounds were characterized by FTIR, 1H-NMR, 13C-NMR, and mass spectroscopy.
Links
| MSM 143100011, plan (intention) |
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