Synthesis of 3,3-bis(2-hydroxyethyl) and 3,3,3’-tris(2-hydroxyethyl) derivatives of 1,1’-[methylenebis(oxy)]bis(triaz-1-ene 2-oxides)
- Authors: Ternikova T.V.1, Pokhvisneva G.V.1, Smirnov G.A.1, Nikitin S.V.1, Gordeev P.B.1, Luk’yanov O.A.1
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Affiliations:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- Issue: Vol 65, No 12 (2016)
- Pages: 2873-2878
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/239561
- DOI: https://doi.org/10.1007/s11172-016-1671-x
- ID: 239561
Cite item
Abstract
Synthetic procedures to access new potential NO donors that can generate NO in living systems, 3,3-bis(2-hydroxyethyl) and 3,3,3’-tris(2-hydroxyethyl) derivatives of 1,1’-[methylenebis(oxy)]bis(3,3-dialkyltriaz-1-ene 2-oxides), were elaborated. 3,3-Bis(2-acetoxyethyl)-1(chloromethoxy)triaz-1-ene 2-oxide reacts with 1-hydroxytriaz-1-ene 2-oxide sodium salts to give a series of alkylated 3,3-bis(2-acetoxyethyl) derivatives. Deacetylation of the latter produces 3-(2-hydroxyethyl)-11,11-dialkyl-6,8-dioxa-3,4,5,9,10,11-hexaazaundeca-4,9-dien-1-ol 4,10-dioxides and 11-alkyl-3-(2-hydroxyethyl)-6,8-dioxa-3,4,5,9,10,11-hexaazatrideca-4,9-diene-1,13-diol 4,10-dioxides.
About the authors
T. V. Ternikova
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: smir@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
G. V. Pokhvisneva
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Author for correspondence.
Email: smir@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
G. A. Smirnov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: smir@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
S. V. Nikitin
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: smir@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
P. B. Gordeev
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: smir@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
O. A. Luk’yanov
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: smir@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991