Synthesis of 4-diazo-3,5-dinitropyrazole and characteristic features of its behaviour towards nucleophiles

Synthesis of 4-diazo-3,5-dinitropyrazole and characteristic features of its behaviour towards nucleophiles Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 1997, Volume: 7, Number: 2, Pages: 58-59 Pages count : 2 DOI: 10.1070/mc1997v007n02abeh000670

Authors

Dalinger Igor L. ¹ , Cherkasova Tatyana I. ¹ , Shevelev Svyatoslav A. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow, Russian Federation

Diazopyrazole containing two nitro groups in the ring – 4-diazo-3,5-dinitropyrazole – has been synthesised for the first time by diazotisation of the corresponding aminodinitropyrazole. 4-Diazo-3,5-dinitropyrazole reacts with salts of methylene-active compounds, CH2(CN)NO2 and CH2(COCH3)2, to give azo coupling products, whereas its interaction with nucleophiles such as Br–, N3 or H2O(H+) involves replacement of one of the nitro groups yielding 4-diazo-3-R-5-nitropyrazoles.

Dalinger I.L. , Cherkasova T.I. , Shevelev S.A.
Synthesis of 4-diazo-3,5-dinitropyrazole and characteristic features of its behaviour towards nucleophiles
Mendeleev Communications. 1997. V.7. N2. P.58-59. DOI: 10.1070/mc1997v007n02abeh000670 Scopus OpenAlex

≡ Scopus:	2-s2.0-27644440830
≡ OpenAlex:	W1976222373