Topic
Triazene
About: Triazene is a research topic. Over the lifetime, 759 publications have been published within this topic receiving 8714 citations. The topic is also known as: Triazene cleavage & 1-triazene.
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TL;DR: The triazino triazene is involved as an intermediate in certain reactions of 1,3-di-o-cyanophenyltriazene; thus, the triazenes affords, on reduction with stannous chloride in ethanol, 11-aminoindazolo[3,2-b]quinazoline.
Abstract: 12-Imino-12H-[1]benzo-v-triazino[3,4-a]quinazoline has been prepared by alumina-catalysed cyclisation of 1,3-di-o-cyanophenyltriazene and its properties compared with those of the isomeric 7-imino-7H-[1]benzo-v-triazino[4,3-b]quinazoline. The triazino[3,4-a]quinazoline is involved as an intermediate in certain reactions of 1,3-di-o-cyanophenyltriazene; thus, the triazene affords, on reduction with stannous chloride in ethanol, 11-aminoindazolo[3,2-b]quinazoline.
9 citations
TL;DR: In this article, a mechanism was proposed for the conversion of 1 or 2 into 4 or 5, and these observations were compared with previously reported observations of diazonium coupling reactions with methyl 3-aminocrotonate.
Abstract: Reaction of aryldiazonium salts with methyl 3-aminocrotonate (1) affords high yields of the methyl 2-arylhydrazono-3-oxobutanoates (4); analogous diazonium coupling with 3-aminocrotononitrile (2) gives the 2-arylhydrazono-3-oxobutanenitriles (5). The hydrazones are the product of diazonium coupling at the C2-vinylic carbon, concomitant with hydrolysis of the 3-amino substituent to the 3-oxo derivative; there is no evidence for the formation of a triazene (6), which would be the product of N-coupling. All hydrazones (4a–e and 5a–d) have been fully characterized by IR and 1H and 13C NMR spectroscopy; the NMR spectra of the methyl 2-arylhydrazono-3-oxobutanoates (4) suggest the presence of two isomeric intramolecularly H-bonded forms in solution. Selected compounds were further characterized by elemental analysis and mass spectrometry. A mechanism is proposed for the conversion of 1 or 2 into 4 or 5, and these observations are compared with previously reported observations of diazonium coupling reactions wit...
9 citations
TL;DR: The 1,3-diaza-2-azoniaallene salt 3a reacts stereoselectively with glycals (5a,b) to afford pyrano[2, 3-d]-1, 2, 3 -triazolium salts as mentioned in this paper.
Abstract: The 1,3-diaza-2-azoniaallene salt 3a reacts stereoselectively with glycals (5a—e) to afford pyrano[2,3-d]-1,2,3- triazolium salts 6a—e. In contrast to other 1,3-dipolar cycloadditions of glycals reported so far, the stereoselectivity of compounds 6 is not determined by the substituent on C-3 of the glycal. Both cis (6a,b) and trans (6d,e) substitutions on C-7 and C-7a were found for bicyclic compounds 6 (crystal structure of 6a). Under the influence of acid 6e opens the pyran ring to give the triazolium salt 9. Addition of antimony pentachloride to a solution of the glycal 5e and the chlorotriazene 2a results in the formation of the pyranotriazene 12 containing two triazene units. In the presence of acid the pyranotriazene 6c reacts with alcohols to afford 2-hydrazino glycosides 13a,b, 15, which with zinc dust in acetic acid are reduced to 2-amino glycosides 14a,b.
9 citations
TL;DR: In this article, the synthesis of 3,3-dialkyl-1-(isoxazol-3-yl)triazenes was reported, together with preliminary biological tests on 3, 3-dimethyl 1-(5-methyl isoxazool-3yl) triazene 3a, which exerted a selective antimetastatic action in mice bearing Lewis lung carcinoma, reducing the weight but not the number of metastases.
9 citations
TL;DR: In this article, three new triazene compounds were synthesized by diazo-coupling reaction, and the results of molecular docking of the compounds disply good correlations with experimental cytotoxicity findings.
9 citations