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The Schmidt Rearrangement of Methyl Furoxanyl Ketones and Furoxancarboxylic Acids: a New Synthetic Route to Aminofuroxans

Nina Nikolaevna Makhova 1
Nina Nikolaevna Makhova
, 
Alexander Nikolaevich Blinnikov 1
Alexander Nikolaevich Blinnikov
, 
Lenor Ivanovich Khmel'nitskii 1
Lenor Ivanovich Khmel'nitskii
10.1070/MC1995v005n02ABEH000455
Published 1995-04-30
Communication , Volume 5, Issue 2, 56-58
24
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Makhova N. N., Blinnikov A. N., Khmel'nitskii L. I. The Schmidt Rearrangement of Methyl Furoxanyl Ketones and Furoxancarboxylic Acids: a New Synthetic Route to Aminofuroxans // Mendeleev Communications. 1995. Vol. 5. No. 2. pp. 56-58.
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Makhova N. N., Blinnikov A. N., Khmel'nitskii L. I. The Schmidt Rearrangement of Methyl Furoxanyl Ketones and Furoxancarboxylic Acids: a New Synthetic Route to Aminofuroxans // Mendeleev Communications. 1995. Vol. 5. No. 2. pp. 56-58.
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TY - JOUR
DO - 10.1070/MC1995v005n02ABEH000455
UR - https://mendcomm.colab.ws/publications/10.1070/MC1995v005n02ABEH000455
TI - The Schmidt Rearrangement of Methyl Furoxanyl Ketones and Furoxancarboxylic Acids: a New Synthetic Route to Aminofuroxans
T2 - Mendeleev Communications
AU - Makhova, Nina Nikolaevna
AU - Blinnikov, Alexander Nikolaevich
AU - Khmel'nitskii, Lenor Ivanovich
PY - 1995
DA - 1995/04/30
PB - Mendeleev Communications
SP - 56-58
IS - 2
VL - 5
ER -
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@article{1995_Makhova,
author = {Nina Nikolaevna Makhova and Alexander Nikolaevich Blinnikov and Lenor Ivanovich Khmel'nitskii},
title = {The Schmidt Rearrangement of Methyl Furoxanyl Ketones and Furoxancarboxylic Acids: a New Synthetic Route to Aminofuroxans},
journal = {Mendeleev Communications},
year = {1995},
volume = {5},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1995v005n02ABEH000455},
number = {2},
pages = {56--58},
doi = {10.1070/MC1995v005n02ABEH000455}
}
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Makhova, Nina Nikolaevna, et al. “The Schmidt Rearrangement of Methyl Furoxanyl Ketones and Furoxancarboxylic Acids: a New Synthetic Route to Aminofuroxans.” Mendeleev Communications, vol. 5, no. 2, Apr. 1995, pp. 56-58. https://mendcomm.colab.ws/publications/10.1070/MC1995v005n02ABEH000455.

Abstract

The Schmidt rearrangement of methyl furoxanyl ketones and furoxancarboxylic acids has been carried out for the first time, exemplified by 3,4-diacetylfuroxan and 4-carboxy-3-(ethoxycarbonyl)furoxan, and this reaction has been shown to be a convenient method for the preparation of aminofuroxans.

References

1.
Aminofuroxane. 1. Synthese und Struktur
Gagneux A.R., Meier R.
Helvetica Chimica Acta, 1970
2.
10.1070/MC1995v005n02ABEH000455_bib2
Ponzio
Gazz. Chim. Ital., 1928
3.
Amino-substituted glyoximes and furoxans
Walstra P., Trompen W.P., Hackmann J.T.
Recueil des Travaux Chimiques des Pays-Bas, 2010
4.
10.1070/MC1995v005n02ABEH000455_bib4
Vianello
Gazz. Chim. Ital., 1928
5.
10.1070/MC1995v005n02ABEH000455_bib5
Andrianov
Zh. Org. Khim., 1984
7.
Unprecedented aminative ring-opening reactions of [1,2,5]oxadiazolo[3,4-d] pyrimidine 1-oxides (pyrimidofuroxans)
Tannant G., Wallace G.M.
Journal of the Chemical Society Chemical Communications, 1982
8.
AlkylN-methylfuroxanylcarbamates. Synthesis and structure. II
Gasco A., Mortarini V., Ruà G., Menziani E.
Journal of Heterocyclic Chemistry, 1972
9.
10.1070/MC1995v005n02ABEH000455_bib9
Volf
1951
10.
The Schmidt Reaction with Ketones
Koldobskii G.I., Tereshchenko G.F., Gerasimova E.S., Bagal L.I.
Russian Chemical Reviews, 1971
11.
Godovikova T.I., Rakitin O.A., Golova S.P., Vozchikova S.A., Khmel’nitskii L.I.
Mendeleev Communications, 1993
12.
Der Abbau des Furoxandicarbonesters (Glyoximperoxyddicarbonesters)
Wieland H., Semper L., Gmelin E.
European Journal of Organic Chemistry, 1909