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

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

Journal

Synthesis-Stuttgart
ISSN: 1437-210X , E-ISSN: 0039-7881

Output data

Year: 2012, Volume: 44, Number: 13, Pages: 2058-2064 Pages count : 7 DOI: 10.1055/s-0031-1291134

Authors

Dalinger Igor ¹ , Vatsadze Irina ¹ , Shkineva Tatyana ¹ , Popova Galina ¹ , Shevelev Svyatoslav ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

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-chloro-3,5-dinitropyrazole was elaborated.

Dalinger I. , Vatsadze I. , Shkineva T. , Popova G. , Shevelev S.
Efficient Procedure for High-Yield Synthesis of 4-Substituted 3,5-Dinitropyrazoles Using 4-Chloro-3,5-dinitropyrazole
Synthesis-Stuttgart. 2012. V.44. N13. P.2058-2064. DOI: 10.1055/s-0031-1291134 WOS Scopus OpenAlex

≡ Web of science:	WOS:000306112600018
≡ Scopus:	2-s2.0-84862770966
≡ OpenAlex:	W2951857003