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

Igor L'vovich Dalinger 1
Igor L'vovich Dalinger
, 
Tat'yana Ivanovna Cherkasova 1
Tat'yana Ivanovna Cherkasova
, 
Svyatoslav Arkad'evich Shevelev 1
Svyatoslav Arkad'evich Shevelev
10.1070/MC1997v007n02ABEH000670
Published 1997-04-30
Communication , Volume 7, Issue 2, 58-59
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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. Vol. 7. No. 2. pp. 58-59.
GOST all authors (up to 50) Copy
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. Vol. 7. No. 2. pp. 58-59.
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TY - JOUR
DO - 10.1070/MC1997v007n02ABEH000670
UR - https://mendcomm.colab.ws/publications/10.1070/MC1997v007n02ABEH000670
TI - Synthesis of 4-diazo-3,5-dinitropyrazole and characteristic features of its behaviour towards nucleophiles
T2 - Mendeleev Communications
AU - Dalinger, Igor L'vovich
AU - Cherkasova, Tat'yana Ivanovna
AU - Shevelev, Svyatoslav Arkad'evich
PY - 1997
DA - 1997/04/30
PB - Mendeleev Communications
SP - 58-59
IS - 2
VL - 7
ER -
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@article{1997_Dalinger,
author = {Igor L'vovich Dalinger and Tat'yana Ivanovna Cherkasova and Svyatoslav Arkad'evich Shevelev},
title = {Synthesis of 4-diazo-3,5-dinitropyrazole and characteristic features of its behaviour towards nucleophiles},
journal = {Mendeleev Communications},
year = {1997},
volume = {7},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1997v007n02ABEH000670},
number = {2},
pages = {58--59},
doi = {10.1070/MC1997v007n02ABEH000670}
}
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Dalinger, Igor L'vovich, et al. “Synthesis of 4-diazo-3,5-dinitropyrazole and characteristic features of its behaviour towards nucleophiles.” Mendeleev Communications, vol. 7, no. 2, Apr. 1997, pp. 58-59. https://mendcomm.colab.ws/publications/10.1070/MC1997v007n02ABEH000670.

Abstract

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.

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