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Synthesis of 2-aryl-imidazo[4,5-d][1,2,3]triazoles from a 4-nitro-imidazol-5-yl phosphoramidate and aryl isocyanates

โœ Scribed by Abutariq Taher; Sandra Eichenseher; George W Weaver


Book ID
104211305
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
46 KB
Volume
41
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The synthesis of a series of 2-aryl-2H, 4H-imidazo[4,5-d][1,2,3]triazoles is reported. These compounds are obtained in moderate to good yield by reaction of triethyl N-1-ethyl-2-methyl-4-nitro-1H-imidazol-5yl phosphoramidate with aryl isocyanates.


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Condensation of 4-methylsulfonylaniline with aryl aldehyde in ethanol-tetrahydrofuran afforded the imino compound 3. 1,3-Cycloaddtion of diazomethane with compound 3 followed by oxidazation of the triazoline 4 with potassium permanganate gave 1-(4-methylsulfonylphenyl)-5-aryl-1,2,3-triazoles 5. Simi