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Efficient Procedure for High-Yield Synthesis of 4-Substituted 3,5-Dinitropyrazoles Using 4-Chloro-3,5-dinitropyrazole

  作者 DALINGER IGOR L; VATSADZE IRINA A; SHKINEVA TATYANA K; POPOVA GALINA P; SHEVELEV SVYATOSLAV A  
  选自 期刊  Synthesis;  卷期  2012年44-13;  页码  2058-2064  
  关联知识点  
 

[摘要]The transformations of readily available 4-chloro-3,5-dinitropyrazole and its N-methylated derivative under the action of anionic S-/O-nucleophiles and neutral N-nucleophiles were studied. Independent of the substrate's charge (anionic, R = H, or neutral, R = Me), the nucleophilic substitution proceeds exclusively at position 4 replacing the chlorine nucleofuge. As a result of this study, the effective synthetic method for the preparation of 4-substituted 3,5-dinitropyrazoles via the nucleophilic substitution in 4-chloro3,5-dinitropyrazole was elaborated.

 
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