Synthesis of 1‐Amino‐5‐(Substituted)Amino‐1,2,3‐Triazoles

L'abbé, G.; Bruynseels, Maria; Beenaerts, Linda; Vandendriessche, Annelies; Delbeke, Pieter; Toppet, Suzanne

doi:10.1002/bscb.19890980509

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Other Methods For Preparations Of 123-triazoles1

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2011

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Cited by 12 publications

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“…Displacement of the chloro group in N-substituted-1,2,3-triazoles 82 by nucleophiles, such as cyanide, phenolates, arene, and furylthiolates, gave moderate to good yields of derivatives 83 (Table 12.7) [106][107][108][109]. Heating 1-aryl-5-chloro-1H-1,2,3-triazoles with hydrazine gave 5-substituted-1H-1,2,3-triazol-1,5-diamines, via the 5-hydrazinotriazole intermediates which spontaneously rearrange under the reaction conditions [110]. 5-Bromo-1-methyl-1H-1,2,3-triazole reacts with aniline to give the corresponding 5-anilino derivative [111].…”

Section: Other Methods For Preparations Of 123-triazolesmentioning

confidence: 99%

Five‐Membered Heterocycles with Three Heteroatoms: Triazoles

Yet

2011

Modern Heterocyclic Chemistry

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Section: Other Methods For Preparations Of 123-triazolesmentioning

confidence: 99%

Five‐Membered Heterocycles with Three Heteroatoms: Triazoles

Yet

2011

Modern Heterocyclic Chemistry

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Molecular Rearrangements of 1h‐1,2,3‐Triazoles and 1,2,3‐Thiadiazoles

L'abbé

1990

Bulletin des Soc Chimique

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h o l e s are five-membered ring heterocycles which may be considered as ring-closed forms of conjugated 1,9dipoles (Scheme l).' The equilibrium positions are usually shifted towards the aromatic compounds, except for a-diazoketones (or esters) and acyl azides (6 and 8, X = 0) of which the corresponding heterocycles are unknown.* a-Diazothioketones and thioacyl azides, on the contrary, only exist as transient intermediates which cyclize to thiadiazoles and thiatriazoles respectively (5 and 7, X = S).3 lminodiazomethanes and iminoazides (6 and 8, X = NR) most often cyclize to triazoles and tetrazoles (5 and 7, X = NR), but they can be stabilized in the open-chain form by introducing strong electron-withdrawing substituents at the imine n i t r~g e n .~

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