Synthesis of New Azocompounds and Fused Pyrazolo[5,1‐c][1,2,4]triazines Using Heterocyclic Components |
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Authors: | Irina V. Ledenyova Vitaly V. Didenko Alexander S. Shestakov Khidmet S. Shikhaliev |
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Affiliation: | Department of Organic Chemistry, Voronezh State University, , Voronezh, 394006 Russian |
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Abstract: | Diazotization of 3‐methyl‐4‐phenyl‐1H‐pyrazol‐5‐amine 1 in hydrochloric acid has been reported to afford the corresponding diazonium salt 2 . The latter underwent azocoupling with a variety of active methylene compounds (barbituric 3a and thiobarbituric 3b acid, 2‐hetarylpyrimidine‐4,6‐dione 6a , 6b , 4‐hydroxy‐6‐methylpyridin‐2(1H)‐one 10a , 4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one 10b , 4‐hydroxy‐1‐p‐tolyl‐1H‐pyrazole‐3‐carboxylic acid ethyl ester 14 , 1,3‐thiazolidine‐2,4‐dione 16a , 2‐thioxo‐1,3‐thiazolidin‐4‐one 16b ) to yield new pyrazolylazo derivatives. Fused pyrazolo[5,1‐c][1,2,4]triazines 5 , 9a , 9b , 12 , 13 were obtained by heterocyclization reactions. Copyright © 2013 HeteroCorporation |
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Keywords: | Pyrazole‐3(5)‐diazonium chloride pyrazolo[5,1‐c][1,2,4]triazines pyrazole‐5‐ylazocompounds heterocyclic coupling components azocoupling reaction |
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