volume 91 issue 5 pages 768-778

2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features

Publication typeJournal Article
Publication date2021-05-01
scimago Q4
wos Q4
SJR0.179
CiteScore1.4
Impact factor0.8
ISSN10703632, 16083350
General Chemistry
Abstract
An efficient one-pot method was developed for the synthesis of 2-(1,2,4-oxadiazol-5-yl)anilines via the reaction of amidoximes with isatoic anhydrides in a NaOH–DMSO medium at ambient temperature. The method allows to obtain structurally diverse substituted anilines bearing the 1,2,4-oxadiazole motif in moderate to excellent yields without the utilization of protective groups. The reaction scope includes aryl, hetaryl, and cycloalkyl amidoxime and isatoic anhydrides with different substituents in the aromatic ring as well as at the amide N atom. Structures of two anilines were studied by single crystal X-ray diffraction method and intramolecular hydrogen bonding between N atom of oxadiazole moiety and NH2 group was revealed.
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Tarasenko M. V. et al. 2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features // Russian Journal of General Chemistry. 2021. Vol. 91. No. 5. pp. 768-778.
GOST all authors (up to 50) Copy
Tarasenko M. V., Kotlyarova V. D., Baykov S. V., Shetnev A. A. 2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features // Russian Journal of General Chemistry. 2021. Vol. 91. No. 5. pp. 768-778.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1134/S1070363221050030
UR - https://link.springer.com/10.1134/S1070363221050030
TI - 2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features
T2 - Russian Journal of General Chemistry
AU - Tarasenko, M V
AU - Kotlyarova, V D
AU - Baykov, S V
AU - Shetnev, A A
PY - 2021
DA - 2021/05/01
PB - Pleiades Publishing
SP - 768-778
IS - 5
VL - 91
SN - 1070-3632
SN - 1608-3350
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Tarasenko,
author = {M V Tarasenko and V D Kotlyarova and S V Baykov and A A Shetnev},
title = {2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features},
journal = {Russian Journal of General Chemistry},
year = {2021},
volume = {91},
publisher = {Pleiades Publishing},
month = {may},
url = {https://link.springer.com/10.1134/S1070363221050030},
number = {5},
pages = {768--778},
doi = {10.1134/S1070363221050030}
}
MLA
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MLA Copy
Tarasenko, M. V., et al. “2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features.” Russian Journal of General Chemistry, vol. 91, no. 5, May. 2021, pp. 768-778. https://link.springer.com/10.1134/S1070363221050030.