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volume 23 issue 24 pages 15997

The Reactions of N,N′-Diphenyldithiomalondiamide with Arylmethylidene Meldrum’s Acids

Publication typeJournal Article
Publication date2022-12-15
scimago Q1
wos Q1
SJR1.273
CiteScore9.0
Impact factor4.9
ISSN16616596, 14220067
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Computer Science Applications
Spectroscopy
Molecular Biology
General Medicine
Abstract

The Michael addition reaction between dithiomalondianilide (N,N′-diphenyldithiomalondiamide) and arylmethylidene Meldrum’s acids, accompanied by subsequent heterocyclization, was investigated along with factors affecting the mixture composition of the obtained products. The plausible mechanism includes the formation of stable Michael adducts which, under the studied conditions, undergo further transformations to yield corresponding N-methylmorpholinium 4-aryl-6-oxo-3-(N-phenylthio-carbamoyl)-1,4,5,6-tetrahydropyridin-2- thiolates and their oxidation derivatives, 4,5-dihydro-3H-[1,2]dithiolo[3,4-b]pyridin-6(7H)-ones. The structure of one such product, N-methylmorpholinium 2,2-dimethyl-5-(1-(2-nitrophenyl)-3-(phenylamino)-2-(N-phenylthiocarbamoyl)-3-thioxopropyl)-4-oxo-4H-1,3-dioxin-6-olate, was confirmed via X-ray crystallography.

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GOST |
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GOST Copy
Dotsenko V. V. et al. The Reactions of N,N′-Diphenyldithiomalondiamide with Arylmethylidene Meldrum’s Acids // International Journal of Molecular Sciences. 2022. Vol. 23. No. 24. p. 15997.
GOST all authors (up to 50) Copy
Dotsenko V. V., Aksenov A., Sinotsko A. E., Varzieva E. A., Russkikh A. A., Levchenko A. G., Aksenov N. A., Aksenova I. V. The Reactions of N,N′-Diphenyldithiomalondiamide with Arylmethylidene Meldrum’s Acids // International Journal of Molecular Sciences. 2022. Vol. 23. No. 24. p. 15997.
RIS |
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RIS Copy
TY - JOUR
DO - 10.3390/ijms232415997
UR - https://doi.org/10.3390/ijms232415997
TI - The Reactions of N,N′-Diphenyldithiomalondiamide with Arylmethylidene Meldrum’s Acids
T2 - International Journal of Molecular Sciences
AU - Dotsenko, Viktor V
AU - Aksenov, Alexander V.
AU - Sinotsko, Anna E
AU - Varzieva, Ekaterina A
AU - Russkikh, Alena A
AU - Levchenko, Arina G
AU - Aksenov, Nicolai A
AU - Aksenova, Inna V
PY - 2022
DA - 2022/12/15
PB - MDPI
SP - 15997
IS - 24
VL - 23
PMID - 36555639
SN - 1661-6596
SN - 1422-0067
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2022_Dotsenko,
author = {Viktor V Dotsenko and Alexander V. Aksenov and Anna E Sinotsko and Ekaterina A Varzieva and Alena A Russkikh and Arina G Levchenko and Nicolai A Aksenov and Inna V Aksenova},
title = {The Reactions of N,N′-Diphenyldithiomalondiamide with Arylmethylidene Meldrum’s Acids},
journal = {International Journal of Molecular Sciences},
year = {2022},
volume = {23},
publisher = {MDPI},
month = {dec},
url = {https://doi.org/10.3390/ijms232415997},
number = {24},
pages = {15997},
doi = {10.3390/ijms232415997}
}
MLA
Cite this
MLA Copy
Dotsenko, Viktor V., et al. “The Reactions of N,N′-Diphenyldithiomalondiamide with Arylmethylidene Meldrum’s Acids.” International Journal of Molecular Sciences, vol. 23, no. 24, Dec. 2022, p. 15997. https://doi.org/10.3390/ijms232415997.