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1.
Инвентарный номер: нет.
   

   
    1,2,4-Triazoloazine derivatives as a new type of herpes simplex virus inhibitors [Text] / S. L. Deev, M. V. Yasko, I. L. Karpenko, E. N. Ulomskii, O. N. Chupakhin // Bioorganic Chemistry . - 2010. - Vol. 38, № 6. - P265-270
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new class of inhibitors of herpes simplex virus replication was found. The compounds under study are derived from condensed 1,2,4-triazolo[5,1-c][1,2,4]triazines and 1,2,4-triazolo[1,5-a]pyrimidines, structural analogues of natural nucleic bases. Antiherpetic activity and cytotoxicity of the compounds were studied. The corresponding triphosphates of several active compounds were prepared and tested as inhibitors of DNA synthesis catalyzed by herpes simplex virus polymerase. The potential mechanism of their action is blocking of DNA dependent DNA polymerase, a key enzyme of viral replication

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2.
Инвентарный номер: нет.
   
   О-42

   
    1-Alkyl-1,2,4-triazinium ylides as 1,3-dipoles in a cycloaddition reaction with diethyl acetylenedicarboxylate [Electronic resource] / O. N. Chupakhin, B. V. Rudakov, S. G. Alexeev, S. V. Shorshnev, V. N. Charushin // Mendeleev Communications. - 1992. - N 3. - P85-86 . - ISSN 0959-9436
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
1-АЛКИЛ-1.2.4-ТРИАЗИНИЛИДЫ -- ИЛИДЫ -- ДИПОЛИ -- 1.3-ДИПОЛИ -- ЦИКЛОПРИСОЕДИНЕНИЕ -- ДИЭТИЛАЦЕТИЛЕНДИКАРБОКСИЛАТ -- ДЕПРОТОНАЦИЯ -- 1-АЛКИЛ-5-ФЕНИЛ-1.2.4-ТРИАЗИНА СОЛИ -- триэтиламины -- АЗОМЕТИНИЛИДЫ -- ЦИКЛОПРИСОЕДИНЕНИЕ ДИПОЛЯРНОЕ -- ДИПОЛЯРНОЕ ЦИКЛОПРИСОЕДИНЕНИЕ -- ПИРРОЛО[2.1-F]1.2.4-ТРИАЗИНЫ -- СОЛИ -- ОРГАНИЧЕСКАЯ ХИМИЯ -- ХИМИЯ ОРГАНИЧЕСКАЯ
Аннотация: Deprotonation of 1-alkyl-5-phenyl-1,2,4-triazinium salts by triathylamine results in the formation of azomethyne ylides which undergo a 1,3-dipolar cycloaddition reaction with diethyl acetylenedicarboxylate to yield pyrrolo[2,1-f]1,2,4-triazines

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3.
Инвентарный номер: нет.
   

   
    15N chemical shifts and Jnn-couplings as diagnostic tools for determination of the azide-tetrazole equilibrium in tetrazoloazines / S. L. Deev, T. S. Shestakova, Z. O. Shenkarev [et al.] // Journal of Organic Chemistry. - 2022. - Vol. 87, № 1. - P211–222
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Selectively 15N-labeled tetrazolo[1,5-b][1,2,4]triazines and tetrazolo[1,5-a]pyrimidines bearing one, two, or three 15N labels were synthesized. The synthesized compounds were studied by 1H, 13C, and 15N NMR spectroscopy in DMSO and TFA solutions, where the azide–tetrazole equilibrium can lead to the formation of two tetrazole (T, T′) isomers and one azide (A) isomer for each compound. Incorporation of the 15N-label(s) leads to the appearance of 15N–15N coupling constants (JNN), which can be easily measured via simple 1D 15N NMR spectra, even at natural abundance between labeled and unlabeled 15N atoms. The chemical shifts for the 15N nuclei in the azole moiety are very sensitive to the ring opening and azide formation, thus providing information about the azido–tetrazole equilibrium. At the same time, the 1–2JNN couplings between 15N-labeled atoms in the azole and azine fragments unambiguously determine the fusion type between tetrazole and azine rings in the cyclic isomers T and T′. Thus, combined analysis of 15N chemical shifts and JNN values in selectively isotope-enriched compounds provides an effective diagnostic tool for direct structural determination of tetrazole isomers and azide form in solution. This method was found to be the most simple and efficient way to study the azido–tetrazole equilibrium.

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4.
Инвентарный номер: нет.
   

   
    2-Aminooxazoles as novel dienophiles in the inverse demand Diels–Alder reaction with 1,2,4-triazines / A. P. Krinochkin, G. Mallikarjuna Reddy, D. S. Kopchuk [et al.] // Mendeleev Communications. - 2021. - Vol. 31, № 4. - P542-544
ББК Г
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
1,2,4-TRIAZINES -- OXAZOL-2-AMINES -- DIELS–ALDER REACTION -- 2,2'-BIPYRIDIN-3-OLS
Аннотация: High temperature coupling of 6-aryl-5-cyano-3-(pyridin-2-yl)-1,2,4-triazines with 2-amino-4-aryloxazoles proceeds as the inverse demand Diels–Alder reaction between the oxazole moiety as dienophile and the 1,2,4-triazine moiety as diene to construct new 4,5-diaryl-6-cyano-3-hydroxypyridin-2-yl fragment. A reaction mechanism is proposed, and the structure of the key-product is proved by the X-ray diffraction analysis.

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5.
Инвентарный номер: нет.
   

   
    4-Hydroxy-3-nitro-1,4-dihydrotriazolo[5,1-c][1,2,4]triazines: synthesis, antiviral activity, and electrochemical characteristics / R. A. Drokin, E. A. Fesenko, P. N. Mozharovskaia [et al.] // Russian chemical bulletin. - 2022. - Vol. 71, № 11. - P2460-2466
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new method for preparation of 4-hydroxy-3-nitro-1,4-dihydrotriazolo[5,1-c][1,2,4]-triazines using 1-nitro-2-morpholinoethylene and 3-diazo-1,2,4-triazoles is proposed. Antiviral activity against the Coxsackie B3 virus and electrochemical transformations of the prepared compounds are studied.

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6.
Инвентарный номер: нет.
   

   
    5-Acylmethyl-3-(2-pyridyl)-1,2,4-triazines: Synthesis and Complexes with Cu(II) [Electronic resource] / A. M. Prokhorov, D. N. Kozhevnikov, V. L. Rusinov, A. I. Matern, M. M. Nikitin, O. N. Chupakhin, I. L. Eremenko, G. G. Aleksandrov // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2005. - Vol. 41, № 11. - P1702-1705
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 5-Acylmethyl-3-(2-pyridyl)-1,2,4-triazines are easily prepared from accessible 3-(2-pyridyl)-1,2,4-triazine 4-oxides by reaction of the latter with acetophenone or trifluoroacetone in the presence of NaH. The compounds obtained behaved as efficient ligands in reaction with CuCl2 furnishing dimeric neutral complexes with Cu(II) whose structure was investigated by means of X-ray diffraction analysis

\\\\Expert2\\nbo\\Russian Journal of Organic Chemistry\\2005, 41 (11), 1702-1705.pdf
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7.
Инвентарный номер: нет.
   
   Д 26

   
    9-Allyl-1,7-dicarbadodecaborane as a dienophile in aza Diels-Alder reactions of 1,2,4-triazines: synthesis of pyridines bearing a carborane cage [Electronic resource] / A. M. Prokhorov, P. A. Slepukhin, V. L. Rusinov, V. N. Kalinin, D. N. Kozhevnikov // Tetrahedron Letters. - 2008. - Vol. 49, № 23. - P3785-3789
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TRIAZINES -- PYRIDINES
Аннотация: The synthesis of pyridine and bipyridine derivatives of m-carborane via aza Diels–Alder reaction of 1,2,4-triazines with 9-allyl m-carborane and their structural characterization and photophysical properties are described. The products 3- and 4-(m-carborane-9-ylmethyl)-2,2`-bipyridines form Zn(II) complexes on reaction with ZnCl2, which increases significantly their fluorescence intensity.

\\\\Expert2\\nbo\\Tetrahedron Letters\\2008, v. 49, p.3785.pdf
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8.
Инвентарный номер: нет.
   
   A 10

   
    A convenient approach to 4,7-dihydrotetrazolo [5,1-c ][1,2,4]triazine synthesis [Electronic resource] / E. V. Shchegol'kov, A. E. Ivanova, Ya. V. Burgart, V. I. Saloutin // Journal of Heterocyclic Chemistry. - 2013. - Vol.50. - PE80-E86
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
TRIAZINE SYNTHESIS -- 1,3-DICARBONYL -- ISOMERISM
Аннотация: Azo coupling of 1,3-dicarbonyl compounds with tetrazolyl-5-diazonium chloride is used to develop a convenient one-step procedure for the synthesis of 4,7-dihydrotetrazolo[5,1-c][1,2,4]triazines. In contrast to nonfluorinated analogs, 7-hydroxy-7-polyfluoroalkyl-4,7-dihydrotetrazolo[5,1-c][1,2,4]triazines undergo a ring-chain isomerism resulting from the cleavage at the C7 - N7a bond. A distinctive feature of nonfluorinated 4,7-dihydrotetrazolo[5,1-c][1,2,4] triazines is the possibility to dehydration, which is accompanied by an azide rearrangement due to the tetrazole ring cleavage with the formation of tetrazolo[1,5-b][1,2,4]triazines

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9.
Инвентарный номер: нет.
   
   A 10

   
    A new approach to the synthesis of lamotrigine and other 3,5-diamino-1,2,4-triazine derivatives [Electronic resource] / E. N. Ulomskii, T. S. Shestakova, S. L. Deev, V. L. Rusinov, O. N. Chupakhin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2005. - Vol. 54, № 3. - P726-732
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new in principle method for the synthesis of 6-aryl(hetaryl)-3,5-diamino-1,2,4-triazines by decomposition of pre-synthesized tetrazolo[1,5-b][1,2,4]triazines was developed. The advantages of this method over traditional methods were demonstrated using the synthesis of a modern antiepileptic preparation lamotrigine, as an example

\\\\Expert2\\nbo\\Russian Chemical Bulletin\\2005, 54 (3), 726.pdf
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10.
Инвентарный номер: нет.
   
   A 10

   
    A new family of Chromophores based on 2-pyridines and oxazoles for the off-resonant optical kerr effect [Text] : доклад, тезисы доклада / O. N. Chupakhin, G. L. Rusinov, D. G. Beresnev, N. A. Itsikson, I. G. Ovchinnikova, O. V. Fedorova // XXth European Colloquium on Heterocyclic Chemistry, Stockholm,Sweden, 18-21 Aug. 2002 г. - Stockholm, 2002. - PG:1
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ

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11.
Инвентарный номер: нет.
   
   A 10

   
    A novel approach to fused 1,2,4-triazines by intramolecular cyclization of 1,2-diaza-1,3-butadienes bearing allyl(propargyl)sulfanyl and cyclic tert-amino groups [Text] / N. P. Belskaia, T. G. Deryabina, A. V. Koksharov, M. I. Kodess, A. T. Lebedev, V. A. Bakulev // Tetrahedron Letters. - 2007. - Vol. 48, № 52. - P9128-9131
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 3-Allyl- and 3-prop-1-ynylsulfanyl-2-arylazo-3-cycloalkylamino-acrylonitriles undergo cyclization under mild conditions to afford the novel heterocyclic systems 1,4,6,7,8,8a-hexahydropyrrolo[2,1-c][1,2,4]-triazine-4-thione, 1,4,6,7,9,9a-hexahydro-[1,4]oxazino[3,4-c][1,2,4]triazine and 1,6,7,8,9,9a-hexahydro-4H-pyrido[2,1-c][1,2,4]triazine via a number of consecutive pericyclic reactions

\\\\Expert2\\nbo\\Tetrahedron Letters\\2007, v. 48, p.9128.pdf
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12.
Инвентарный номер: нет.
   
   A 10

   
    A rational protocol for the synthesis of 1-(2-pyridyl)isoquinolines [Electronic resource] / D. S. Kopchuk, I. S. Kovalev, A. F. Khasanov, G. V. Zyryanov, P. A. Slepukhin, V. L. Rusinov, O. N. Chupakhin // Mendeleev Communications. - 2013. - Vol.23, №3. - С. 142-144. - Библиогр.: с. 144 (82 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
SYNTHESIS -- ISOQUINOLINES -- X-RAY DIFFRACTION
Аннотация: Aza-Diels-Alder reaction between 3-(2-pyridyl)-1,2,4-triazines and 1-morpholinocyclohexene followed by aromatization of the cyclohexene moiety affords 1-(2-pyridyl)isoquinolines. Crystal structures of two tetrahydroisoquinolines were confirmed by X-ray diffraction analysis

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13.
Инвентарный номер: нет.
   
   A 10

   
    A simple one pot synthesis of condensed 1,2,4-triazines by using the tandem AN-SNipso and SNH-SNipso reactions [Text] / O. N. Chupakhin, G. L. Rusinov, D. G. Beresnev, V. N. Charushin, H. Neunhoeffer // Journal of Heterocyclic Chemistry. - 2001. - Т. 38, № 4. - P901-907
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new synthetic approach to condensed 1,2,4-triazines based on using the tandem AN-SNipso and SNH-SNipso reactions has been developed. 5-Methoxy-3-penyl-l,2,4 1,2,4-triazine and its N1-methyl quaternary salt were found to react with C,N-, C,O- and N,N?-bifunctional nucleophiles (m-phenylenediamine, resorcinol, semicarbazide and ureas) into triazacarbazoles, benzofuro[2,3-e][1,2,4]-triazines, and 6-azapurine derivatives. In all cases nucleophiles attack first the unsubstituted C-6 carbon of the triazine ring, while the final stage is replacement of the methoxy group affording cyclization products.

\\\\Cserver\\dist\\НБО\\Электронная библиотека_Библиогр1\\Journal of Heterocyclic Chemistry\\2001.v.38.p.901.Chupachin.pdf
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14.
Инвентарный номер: нет.
   
   A 10

   
    A versatile strategy for the synthesis of functionalized 2,2 '-bi- and 2,2 ': 6 ',2 '-terpyridines via their 1,2,4-triazine analogues [Text] / V. N. Kozhevnikov, D. N. Kozhevnikov, T. V. Nikitina, V. L. Rusinov, O. N. Chupakhin, M. Zabel, B. Konig // Journal of Organic Chemistry. - 2003. - Vol. 68, № 7. - P2882-2888
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
ALDEHYDES -- OXIDATION -- SUBSTITUTION REACTIONS
Аннотация: A general synthetic route for the synthesis of functionalized bi- and terpyridines is reported. Functionalized 1,2,4-triazene 4-oxides 7 and 8 - obtained from the reaction of hydrazones 1 with pyridine aldehydes and followed by oxidation - are functionalized by introduction of a cyano group via nucleophilic aromatic substitution. The thus-obtained 5-cyano-1,2,4-triazines 9 and 10 undergo facile inverse-electron-demand Diels-Alder reactions with enamines and alkenes to yield functionalized bi- and terpyridines, respectively. The substituent at position 6 of the 1,2,4-triazene 4-oxides must be aromatic or heteroaromatic in order to allow their facile synthesis, but other substituents and reagents may vary. Each step of the synthetic route allows diversification, which makes the approach particularly useful for the facile synthesis of a large variety of functionalized bi- and terpyridines.

\\\\Expert2\\nbo\\Journal of Organic Chemistry\\2003, v.68, N 7, p.2882. Chupakhin.pdf
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15.
Инвентарный номер: нет.
   
   A 18

   
    Acid-promoted direct C-C coupling of 1,3-diazines and 1,2,4-triazines with aryl-containing macrocyclic compounds and their open-chain analogues [Text] / N. A. Itsikson, D. G. Beresnev, G. L. Rusinov, O. N. Chupakhin // ARKIVOC. - 2004. - № 12. - P6-13. - Библиогр. : с. 12 (13 назв.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A method of direct C-C coupling of azahetarenes with macrocycles (calix[4]arene, benzo-12-??crown-4, 1,5-bis(2,6-dimethylphenoxy)-3-oxapentane), based on the nucleophilic addition to ??unsubstituted carbon atom in azines, has been developed.

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16.
Инвентарный номер: нет.
   
   A 23

   
    Aerobic oxidative C-H/C-H coupling of azaaromatics with indoles and pyrroles in the presence of TiO2 as a photocatalyst [Electronic resource] / I. A. Utepova, M. A. Trestsova, O. N. Chupakhin, V. N. Charushin, A. A. Rempel // Green Chemistry. - 2015. - Vol. 17, № 8. - С. 4401-4410. - Bibliogr. : p. 4409-4410 (30 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
BOND ACTIVATION -- INHIBITORS -- HYDROGEN
Аннотация: In this paper we wish to report a highly selective and benign method for the double C-H/C-H coupling of azaaromatics with indoles or pyrrole in the presence of air oxygen/TiO2, as an effective photocatalytic oxidative system. It has been shown that this versatile approach can be applied for direct C-H functionalisation of a variety of azaaromatic systems, such as mono-, di- and triazines, substituted and unsubstituted azines and their benzo-annelated analogues.

\\\\expert2\\nbo\\Green Chemistry\\2015, v.17, N 8, p.4401-4410.pdf
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17.
Инвентарный номер: нет.
   
   A 48

   
    Aminovinyl ketones and aminovinyl esters as C---C---N building blocks for the synthesis of 1H-pyrrolo[3,2-e]1,2,4-triazines [Text] / V. N. Charushin, N. N. Mochul`skaya, A. A. Andreiko, T. I. Filyakova, M. I. Kodess, O. N. Chupakhin // Tetrahedron Letters. - 2003. - Vol. 44, № 11. - P2421-2424. - Bibliogr. : p. 2424 (16 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: 5,6-Unsubstituted-3-aryl-1,2,4-triazines were found to react with aminovinyl ketones and aminovinyl esters in acetic anhydride to form derivatives of 3a,4,7,7a-tetrahydro-1H-pyrrolo[3,2-e]1,2,4-triazines in good yields????

\\\\Expert2\\nbo\\Tetrahedron Letters\\2003. v.44. p.2421.pdf
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18.
Инвентарный номер: нет.
   
   A 53

   
    An efficient route to 5-(hetero)aryl-2,4'- and 2,2'-bipyridines through readily available 3-pyridyl-1,2,4-triazines [Electronic resource] / V. N. Kozhevnikov, D. N. Kozhevnikov, O. V. Shabunina, V. L. Rusinov, O. N. Chupakhin // Tetrahedron Letters. - 2005. - Vol. 46, № 11. - P1791-1793
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: A new route to substituted bipyridines based on a new method for the synthesis of substituted 3-pyridyl-1,2,4-triazines and their aza-Diels-Alder reactions is shown to be an efficient strategy for the preparation of structurally diverse bipyridine ligands.

\\\\Expert2\\nbo\\Tetrahedron Letters\\2005, v. 46, p.1791.pdf
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19.
Инвентарный номер: нет.
   
   A 53

   
    An unexpected direction of the reaction of hydrazino-1,3,5-triazines with formic acid. Synthesis of (4H-1,2,4-triazol-3-yl)guanidines [Electronic resource] / V. V. Bakharev, V. E. Parfenov, I. V. Ul’yankina, A. V. Zavodskskaya, A. A. Gidaspov, P. A. Slepukhin // Chemistry of Heterocyclic Compounds. - 2015. - Vol. 51, № 11/12. - Bibliogr. : p. 1018 (10 ref.)
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Кл.слова (ненормированные):
NITROGEN HETEROCYCLES -- 1,2,4-TRIAZOLYLGUANIDINES -- DIMROTH REARRANGEMENT
Аннотация: A new direction of the reaction of 6-amino-substituted 4-hydrazino-1,3,5-triazin-2(1H)-ones with formic acid was found leading to the formation of N-substituted (4H-1,2,4-triazol-3-yl)guanidines together with the expected 5-amino-substituted 1,2,4-triazolo[1,5-a][1,3,5]-triazin-7-ones as a result of opening of the triazine ring and subsequent decarboxylation of an intermediate of the Dimroth rearrangement. The discovered reaction is of interest as a novel method for the synthesis of N-substituted (4H-1,2,4-triazol-3-yl)guanidines.

\\\\expert2\\nbo\\Chemistry of Heterocyclic Compounds\\2015, v.51, N 11-12, p. 1014-1018.pdf
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20.
Инвентарный номер: нет.
   
   A 60

   
    Annelation of the thiazole ring to 1,2,4-triazines by tandem AN—AN or SNH—SNH reactions [Electronic resource] / N. N. Mochul`skaya, A. A. Andreiko, M. I. Kodess, E. B. Vasil'eva, V. I. Filyakova, A. T. Gubaidullin, I. A. Litvinov, O. G. Sinyashin, G. G. Aleksandrov, V. N. Charushin // Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, Seriya Khimicheskaya). - 2004. - Vol. 53, № 6. - P1279-1289
ББК 54
Рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: The reactions of 3-aryl-1,2,4-triazines with aromatic thioamides and 4-arylthiosemicarbazides in acetic anhydride at room temperature afforded cyclic products of the tandem nucleophilic addition reactions, viz., tetrahydrothiazolo[4,5-e]-annelated 1,2,4-triazines, in good yields. The latter underwent aromatization in the presence of potassium permanganate

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