Standard

On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid. / Gornostaev, L. M.; Nuretdinova, E. V.; Lavrikova, T. I. et al.

In: Russian Journal of Organic Chemistry, Vol. 55, No. 5, 01.05.2019, p. 608-614.

Research output: Contribution to journal › Article › peer-review

Harvard

Gornostaev, LM, Nuretdinova, EV, Lavrikova, TI, Khalyavina, YG, Fominykh, OI & Gatilov, YV 2019, 'On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid', Russian Journal of Organic Chemistry, vol. 55, no. 5, pp. 608-614. https://doi.org/10.1134/S1070428019050051

APA

Gornostaev, L. M., Nuretdinova, E. V., Lavrikova, T. I., Khalyavina, Y. G., Fominykh, O. I., & Gatilov, Y. V. (2019). On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid. Russian Journal of Organic Chemistry, 55(5), 608-614. https://doi.org/10.1134/S1070428019050051

Vancouver

Gornostaev LM, Nuretdinova EV, Lavrikova TI, Khalyavina YG, Fominykh OI, Gatilov YV. On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid. Russian Journal of Organic Chemistry. 2019 May 1;55(5):608-614. doi: 10.1134/S1070428019050051

Author

Gornostaev, L. M. ; Nuretdinova, E. V. ; Lavrikova, T. I. et al. / On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid. In: Russian Journal of Organic Chemistry. 2019 ; Vol. 55, No. 5. pp. 608-614.

BibTeX

@article{40a33492dcda4e1a88daa44ed19d3a1e,
title = "On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid",
abstract = "The reaction of 2-benzylamino-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid results in preferential formation of 2,1- and 2,3-heterocyclization products: (E)-4-(hydroxyimino)-2-phenylnaphtho [2,1-d]oxazol-5(4H)-one and 2-phenyl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-dione. In addition, 2-phenylnaphtho[2,1-d]oxazol-4,5-dione and N-(3-nitro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzamide are also formed. The reaction of 2-benzylamino-3-chloro-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid gives 3-diazonapthalene-1,2,4(3H)-trione and benzaldehyde.",
keywords = "2,3-diazido-1,4-naphthoquinone, 2-benzylamino-1,4-naphthoquinone, hydroxyimidazole, naphtho-1,2-oxazole, nitrosylsulfuric acid, oximes",
author = "Gornostaev, {L. M.} and Nuretdinova, {E. V.} and Lavrikova, {T. I.} and Khalyavina, {Yu G.} and Fominykh, {O. I.} and Gatilov, {Yu V.}",
year = "2019",
month = may,
day = "1",
doi = "10.1134/S1070428019050051",
language = "English",
volume = "55",
pages = "608--614",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "Maik Nauka-Interperiodica Publishing",
number = "5",

}

RIS

TY - JOUR

T1 - On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid

AU - Gornostaev, L. M.

AU - Nuretdinova, E. V.

AU - Lavrikova, T. I.

AU - Khalyavina, Yu G.

AU - Fominykh, O. I.

AU - Gatilov, Yu V.

PY - 2019/5/1

Y1 - 2019/5/1

N2 - The reaction of 2-benzylamino-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid results in preferential formation of 2,1- and 2,3-heterocyclization products: (E)-4-(hydroxyimino)-2-phenylnaphtho [2,1-d]oxazol-5(4H)-one and 2-phenyl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-dione. In addition, 2-phenylnaphtho[2,1-d]oxazol-4,5-dione and N-(3-nitro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzamide are also formed. The reaction of 2-benzylamino-3-chloro-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid gives 3-diazonapthalene-1,2,4(3H)-trione and benzaldehyde.

AB - The reaction of 2-benzylamino-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid results in preferential formation of 2,1- and 2,3-heterocyclization products: (E)-4-(hydroxyimino)-2-phenylnaphtho [2,1-d]oxazol-5(4H)-one and 2-phenyl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-dione. In addition, 2-phenylnaphtho[2,1-d]oxazol-4,5-dione and N-(3-nitro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzamide are also formed. The reaction of 2-benzylamino-3-chloro-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid gives 3-diazonapthalene-1,2,4(3H)-trione and benzaldehyde.

KW - 2,3-diazido-1,4-naphthoquinone

KW - 2-benzylamino-1,4-naphthoquinone

KW - hydroxyimidazole

KW - naphtho-1,2-oxazole

KW - nitrosylsulfuric acid

KW - oximes

UR - http://www.scopus.com/inward/record.url?scp=85068819080&partnerID=8YFLogxK

U2 - 10.1134/S1070428019050051

DO - 10.1134/S1070428019050051

M3 - Article

AN - SCOPUS:85068819080

VL - 55

SP - 608

EP - 614

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 5

ER -

ID: 20849984