Open Access
Arkivoc, volume 2011, issue 11, pages 69-81
Synthesis of [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines
Publication type: Journal Article
Publication date: 2011-11-06
Organic Chemistry
Abstract
The reaction temperature has a strong impact on the results of chlorination of 5,6-bis(tertbutylthio)[1,2,5]oxadiazolo[3,4-b]pyrazine that is readily prepared from 5,6dichloro[1,2,5]oxadiazolo[3,4-b]pyrazine and sodium tert-butylsulfide. Monoand bis(sulfenylchlorides) were selectively obtained in high yield and their structure was confirmed by the reaction with morpholine. Treatment of [1,2,5]oxadiazolo[3,4-b]pyrazine-5,6-disulfenyl dichloride with primary aliphatic amines and benzylamine afforded N-substituted [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines in moderate yields. Novel pentacyclic [1,2,5]oxadiazolo[3'',4'':5',6']pyrazino[2',3':5,6][1,2,4]thiadiazino[3,4-b][1,3]benzothiazole, whose structure was confirmed by X-ray diffraction, was obtained by the reaction of this disulfenyl dichloride with 2-aminobenzothiazole.
Citations by journals
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Russian Chemical Bulletin
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Russian Chemical Bulletin
2 publications, 40%
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Progress in Heterocyclic Chemistry
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Progress in Heterocyclic Chemistry
1 publication, 20%
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Advances in Heterocyclic Chemistry
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Advances in Heterocyclic Chemistry
1 publication, 20%
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2
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Citations by publishers
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2
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Springer Nature
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Springer Nature
2 publications, 40%
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Elsevier
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Elsevier
2 publications, 40%
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1
2
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Konstantinova L. S. et al. Synthesis of [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines // Arkivoc. 2011. Vol. 2011. No. 11. pp. 69-81.
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Konstantinova L. S., Popov V. V., Obruchnikova N. V., Lyssenko K. A., Ananyev I. V., Rakitin O. A. Synthesis of [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines // Arkivoc. 2011. Vol. 2011. No. 11. pp. 69-81.
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TY - JOUR
DO - 10.3998/ark.5550190.0012.b07
UR - https://doi.org/10.3998%2Fark.5550190.0012.b07
TI - Synthesis of [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines
T2 - Arkivoc
AU - Konstantinova, Lidia S.
AU - Popov, Vadim V
AU - Obruchnikova, Natalia V.
AU - Lyssenko, Konstantin A.
AU - Ananyev, Ivan V.
AU - Rakitin, Oleg A
PY - 2011
DA - 2011/11/06 00:00:00
PB - Arkat USA
SP - 69-81
IS - 11
VL - 2011
SN - 1551-7004
SN - 1551-7012
ER -
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@article{2011_Konstantinova,
author = {Lidia S. Konstantinova and Vadim V Popov and Natalia V. Obruchnikova and Konstantin A. Lyssenko and Ivan V. Ananyev and Oleg A Rakitin},
title = {Synthesis of [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines},
journal = {Arkivoc},
year = {2011},
volume = {2011},
publisher = {Arkat USA},
month = {nov},
url = {https://doi.org/10.3998%2Fark.5550190.0012.b07},
number = {11},
pages = {69--81},
doi = {10.3998/ark.5550190.0012.b07}
}
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Konstantinova, Lidia S., et al. “Synthesis of [1,3,2]dithiazolo[4,5-b][1,2,5]oxadiazolo[3,4-e]pyrazines.” Arkivoc, vol. 2011, no. 11, Nov. 2011, pp. 69-81. https://doi.org/10.3998%2Fark.5550190.0012.b07.