Synthesis of 2,5,7‐Triaryl‐4,7(6,7)‐dihydropyrazolo[1,5‐ a ]pyrimidine‐3‐carbonitriles by Reaction of 5(3)‐Amino‐3(5)‐aryl‐1 H ‐pyrazole‐4‐carbonitriles with Chalcones

The reaction of 5(3)‐amino‐3(5)‐aryl‐1 H ‐pyrazole‐4‐carbonitriles with 1,3‐diaryl‐2‐propen‐1‐ones (chalcones) in refluxing DMF leads to 2,5,7‐triaryl‐4,7(6,7)‐dihydropyrazolo[1,5‐ a ]pyrimidine‐3‐carbonitriles. In DMSO solution, the latter exist in equilibrium of two tautomeric 4,7‐dihydropyrazolo[...

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Veröffentlicht in:Journal of heterocyclic chemistry 2014-08, Vol.51 (S1)
Hauptverfasser: Kolosov, Maksim A., Beloborodov, Dmitriy A., Kulyk, Olesia G., Orlov, Valeriy D.
Format: Artikel
Sprache:eng
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Zusammenfassung:The reaction of 5(3)‐amino‐3(5)‐aryl‐1 H ‐pyrazole‐4‐carbonitriles with 1,3‐diaryl‐2‐propen‐1‐ones (chalcones) in refluxing DMF leads to 2,5,7‐triaryl‐4,7(6,7)‐dihydropyrazolo[1,5‐ a ]pyrimidine‐3‐carbonitriles. In DMSO solution, the latter exist in equilibrium of two tautomeric 4,7‐dihydropyrazolo[1,5‐ a ]pyrimidines and 6,7‐dihydropyrazolo[1,5‐ a ]pyrimidines in various ratios, depending on the nature of aryl substituents in chalcone building blocks.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.1824