Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans
I V Ovchinnikov
1
,
A O Finogenov
1
,
M A Epishina
1
,
A.S Kulikov
1
,
Yu.A. Strelenko
1
,
N N Makhova
1
Publication type: Journal Article
Publication date: 2009-10-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
A novel general method for the synthesis of isomeric 3(4)-nitro-4(3)-R-furoxans is developed. 3-Nitro isomers were obtained by reaction of hydroximoyl chlorides with dinitromethane sodium salt followed by conversion of the resulting 1-substituted 1-hydroxyimino-2,2-dinitroethanes into dipotassium (or disodium salts) and their subsequent nitrosation with NaNO2 in AcOH or with N2O4. Thermal isomerization of 3-nitro isomers afforded 4-nitro isomers were prepared in high yields.
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Ovchinnikov I. V. et al. Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans // Russian Chemical Bulletin. 2009. Vol. 58. No. 10. pp. 2137-2146.
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Ovchinnikov I. V., Finogenov A. O., Epishina M. A., Kulikov A., Strelenko Y., Makhova N. N. Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans // Russian Chemical Bulletin. 2009. Vol. 58. No. 10. pp. 2137-2146.
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RIS
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TY - JOUR
DO - 10.1007/s11172-009-0292-z
UR - https://doi.org/10.1007/s11172-009-0292-z
TI - Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans
T2 - Russian Chemical Bulletin
AU - Ovchinnikov, I V
AU - Finogenov, A O
AU - Epishina, M A
AU - Kulikov, A.S
AU - Strelenko, Yu.A.
AU - Makhova, N N
PY - 2009
DA - 2009/10/01
PB - Springer Nature
SP - 2137-2146
IS - 10
VL - 58
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2009_Ovchinnikov,
author = {I V Ovchinnikov and A O Finogenov and M A Epishina and A.S Kulikov and Yu.A. Strelenko and N N Makhova},
title = {Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans},
journal = {Russian Chemical Bulletin},
year = {2009},
volume = {58},
publisher = {Springer Nature},
month = {oct},
url = {https://doi.org/10.1007/s11172-009-0292-z},
number = {10},
pages = {2137--2146},
doi = {10.1007/s11172-009-0292-z}
}
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MLA
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Ovchinnikov, I. V., et al. “Nitrosation of salts of 1-hydroxyimino-2,2-dinitro-1-R-ethanes, a novel method for the preparation of isomeric 3(4)-nitro-4(3)-R-furoxans.” Russian Chemical Bulletin, vol. 58, no. 10, Oct. 2009, pp. 2137-2146. https://doi.org/10.1007/s11172-009-0292-z.