Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating
Тип публикации: Journal Article
Дата публикации: 2013-08-08
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SJR: 0.175
CiteScore: 1.3
Impact factor: 0.7
ISSN: 00201685, 16083172
Materials Chemistry
Metals and Alloys
Inorganic Chemistry
General Chemical Engineering
Краткое описание
We demonstrate that the previously synthesized product of ethyl isothiocyanate insertion into tungsten hexachloride, WCl5{N(Et)C(S)N(Et)C(S)Cl}, whose partial hydrolysis yields {N(Et)C(S)-S-S-C=NH(Et)}[WOCl5] (I), can be used as a source of biologically active heterocyclic compounds. 1H and 13C NMR and gas chromatography-mass spectrometry data show that reaction of I with a saturated aqueous Na2CO3 solution yields a number of thiazolidine heterocycles, mostly 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione. The thermal Dimroth rearrangement leads to the formation of 2,4-diethyl-[1,2,4]-dithiazolidin-3,5-dithione and the products of partial hydrolysis of both heterocycles: 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-on and 2,4-diethyl-3-thioxo-[1,2,4]-dithiazolidin-5-on.
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Russian Journal of Inorganic Chemistry
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Ovchinnikova N. et al. Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating // Inorganic Materials. 2013. Vol. 49. No. 9. pp. 943-946.
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Ovchinnikova N., Sinyakov A. E., Sakharov S. G., Gekhman A. E., Mikhailov Yu. N., Kanishcheva A. S. Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating // Inorganic Materials. 2013. Vol. 49. No. 9. pp. 943-946.
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TY - JOUR
DO - 10.1134/S0020168513090112
UR - https://doi.org/10.1134/S0020168513090112
TI - Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating
T2 - Inorganic Materials
AU - Ovchinnikova, N.A.
AU - Sinyakov, A E
AU - Sakharov, S G
AU - Gekhman, A E
AU - Mikhailov, Yu N
AU - Kanishcheva, A S
PY - 2013
DA - 2013/08/08
PB - Pleiades Publishing
SP - 943-946
IS - 9
VL - 49
SN - 0020-1685
SN - 1608-3172
ER -
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@article{2013_Ovchinnikova,
author = {N.A. Ovchinnikova and A E Sinyakov and S G Sakharov and A E Gekhman and Yu N Mikhailov and A S Kanishcheva},
title = {Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating},
journal = {Inorganic Materials},
year = {2013},
volume = {49},
publisher = {Pleiades Publishing},
month = {aug},
url = {https://doi.org/10.1134/S0020168513090112},
number = {9},
pages = {943--946},
doi = {10.1134/S0020168513090112}
}
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Ovchinnikova, N.A., et al. “Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating.” Inorganic Materials, vol. 49, no. 9, Aug. 2013, pp. 943-946. https://doi.org/10.1134/S0020168513090112.
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