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Ulomsky, E. N.; Voronin, V. V.; Русинов, В. Л.; Чупахин, О. Н.

doi:10.1023/a:1011373131012

Cited by 7 publications

(5 citation statements)

References 3 publications

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“…1, Table 3). The geometric parameters of the molecule are close to the usual values for tetrazo lo [1,5 b] [1,2,4]triazines. 20 The azole and azine rings are coplanar; their mean plane forms a dihedral angle of 49.4 o with the phenyl group.…”

Section: Resultssupporting

confidence: 71%

“…We found that cleavage of fused 6 aryl and 6 hetaryl 7 aminotetrazolo[1,5 b] [1,2,4]triazines (6a-j) is an effi cient and readily accessible method for the synthesis of a number of 6 substituted 3,5 diamino 1,2,4 triazine de rivatives 1a-j.…”

Section: Resultsmentioning

confidence: 99%

“…19 Salt 7 reacts with CH active components 8a-j in the presence of sodium carbonate or acetate. The reaction affords hydrazones 9a-j, which are converted into tetrazolo [1,5 b] [1,2,4]triazines 6a-j on refluxing in ace tic acid or DMF.…”

Section: Resultsmentioning

confidence: 99%

“…B. A mixture of 6 aryl and 6 hetaryl 7 aminotetrazo lo [1,5 b] [1,2,4]triazine 6b,d,g (0.02 mol) and triphenylphosphine (5.30 g, 0.02 mol) and 10 mL of acetic acid was refluxed for 2 h. Aqueous ammonia (25%, 80 mL) was added to the reaction mixture and the product was filtered off, washed with diethyl ether, crystallized, and dried. …”

Section: Methodsmentioning

confidence: 99%

“…

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 ad vantages of this method over traditional methods were demonstrated using the synthesis of a modern antiepileptic preparation lamotrigine, as an example.

…”

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confidence: 99%

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A new approach to the synthesis of lamotrigine and other 3,5-diamino-1,2,4-triazine derivatives

et al. 2005

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Section: Resultssupporting

confidence: 71%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

“…

…”

mentioning

confidence: 99%

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A new approach to the synthesis of lamotrigine and other 3,5-diamino-1,2,4-triazine derivatives

et al. 2005

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ChemInform Abstract: Nucleophilic Ring‐Opening of the Azole and Azine Moieties in 6‐Nitro‐1,2,4‐triazolo[1,5‐a]pyrimidin‐7‐ones.

Ulomsky¹,

Voronin²,

Русинов³

et al. 2001

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Nucleophilic Ring-Opening of the Azole and Azine Moieties in 6-Nitro-1,2,4-triazolo[1,5-a]pyrimidin-7-ones.-The influence of substitution pattern of the triazolopyrimidines and of the nature of nucleophile on the direction of nucleophilic ring opening reaction of title triazolopyrimidinones (I), (X), (XI), and (XIV) is studied. Thus, in the presence of a methyl group at position 5 of triazolopyrimidinone [cf. (I)] sterically encumbered secondary amines (IV) react by triazole ring opening, while primary amines (VI) cause pyrimidine ring opening. In contrast, in the absence of 5-methyl group, pyrimidine ring opening takes place even with secondary amines. In the presence of 2-alkyl groups like in compound (X), guanidine formation with secondary amines [as in (V)] is not possible, thus, only aminopyrimidinones like (III) are obtained. -(ULOMSKY, E. N.; VORONIN, V. V.; RUSINOV, V. L.; CHUPAKHIN, O. N.; Russ. Chem. Bull. 50 (2001) 4, 682-688; Urals State Tech. Univ., Ekaterinburg 620002, Russia; EN)

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