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3-Guanidino-6-R-1,2,4,5-tetrazines: azine ring transformation, nitration, and salt formation. / Ishmetova, R.; Ignatenko, N.; Kuznetsova, E. a. et al.
In: Russian Chemical Bulletin, Vol. 72, No. 12, 01.12.2023, p. 2965-2973.

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Ishmetova R, Ignatenko N, Kuznetsova EA, Ganebnykh I, Slepukhin P, Gorbunov E et al. 3-Guanidino-6-R-1,2,4,5-tetrazines: azine ring transformation, nitration, and salt formation. Russian Chemical Bulletin. 2023 Dec 1;72(12):2965-2973. doi: 10.1007/s11172-023-4107-4

Author

Ishmetova, R. ; Ignatenko, N. ; Kuznetsova, E. a. et al. / 3-Guanidino-6-R-1,2,4,5-tetrazines: azine ring transformation, nitration, and salt formation. In: Russian Chemical Bulletin. 2023 ; Vol. 72, No. 12. pp. 2965-2973.

BibTeX

@article{ccd60025b55f4333b7b85356fc0d1861,
title = "3-Guanidino-6-R-1,2,4,5-tetrazines: azine ring transformation, nitration, and salt formation",
abstract = "The reaction of 3-azolyl-6-R-1,2,4,5-tetrazines with guanidine afforded a series of new 3-guanidino-6-R-1,2,4,5-tetrazines. When treated with hydrogen peroxide, these compounds can undergo oxidative transformation of the tetrazine ring to form 2,5-disubstituted 1,3,4-oxadiazoles. The reaction of the new tetrazines with concentrated nitric acid leads to the nitration of functional groups in the tetrazine ring.",
author = "R. Ishmetova and N. Ignatenko and Kuznetsova, {E. a.} and I. Ganebnykh and P. Slepukhin and E. Gorbunov and G. Rusinov and V. Charushin",
note = "The study was financially supported by the Ministry of Science and Higher Education of the Russian Federation (agreement No. 075-15-2020-803) using the equipment of the Joint Use Center “Spectroscopy and Analysis of Organic Compounds” of the I. Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences. The chemical structures were processed using Marvin 20.19.0, ChemAxon software ( https://www.chemaxon.com ).",
year = "2023",
month = dec,
day = "1",
doi = "10.1007/s11172-023-4107-4",
language = "English",
volume = "72",
pages = "2965--2973",
journal = "Russian Chemical Bulletin",
issn = "1066-5285",
publisher = "Springer",
number = "12",

}

RIS

TY - JOUR

T1 - 3-Guanidino-6-R-1,2,4,5-tetrazines: azine ring transformation, nitration, and salt formation

AU - Ishmetova, R.

AU - Ignatenko, N.

AU - Kuznetsova, E. a.

AU - Ganebnykh, I.

AU - Slepukhin, P.

AU - Gorbunov, E.

AU - Rusinov, G.

AU - Charushin, V.

N1 - The study was financially supported by the Ministry of Science and Higher Education of the Russian Federation (agreement No. 075-15-2020-803) using the equipment of the Joint Use Center “Spectroscopy and Analysis of Organic Compounds” of the I. Ya. Postovsky Institute of Organic Synthesis of the Ural Branch of the Russian Academy of Sciences. The chemical structures were processed using Marvin 20.19.0, ChemAxon software ( https://www.chemaxon.com ).

PY - 2023/12/1

Y1 - 2023/12/1

N2 - The reaction of 3-azolyl-6-R-1,2,4,5-tetrazines with guanidine afforded a series of new 3-guanidino-6-R-1,2,4,5-tetrazines. When treated with hydrogen peroxide, these compounds can undergo oxidative transformation of the tetrazine ring to form 2,5-disubstituted 1,3,4-oxadiazoles. The reaction of the new tetrazines with concentrated nitric acid leads to the nitration of functional groups in the tetrazine ring.

AB - The reaction of 3-azolyl-6-R-1,2,4,5-tetrazines with guanidine afforded a series of new 3-guanidino-6-R-1,2,4,5-tetrazines. When treated with hydrogen peroxide, these compounds can undergo oxidative transformation of the tetrazine ring to form 2,5-disubstituted 1,3,4-oxadiazoles. The reaction of the new tetrazines with concentrated nitric acid leads to the nitration of functional groups in the tetrazine ring.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85183611923

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=001154671000008

U2 - 10.1007/s11172-023-4107-4

DO - 10.1007/s11172-023-4107-4

M3 - Article

VL - 72

SP - 2965

EP - 2973

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 12

ER -

ID: 52298692