Keywords
1,2,3-triazoles
differential scanning calorimetry
energetic properties
nitration
pyrazoles
pyrazolo[3,4-d][1,2,3]triazoles
ring opening
X-ray diffraction analysis
Abstract
Nitration of 6-R-4-phenylpyrazolo[3,4-d][1,2,3]triazoles at the phenyl substituent is accompanied by the triazole ring opening to give new 3-R-4-diazo-1-(di)nitrophenylpyrazole- 5-nitrimines. Chemical and physicochemical properties of the prepared compounds are reported.
References
1.
Zlotin S.G., Dalinger I.L., Makhova N.N., Tartakovsky V.A.
Russian Chemical Reviews,
2020
2.
Muravyev N.V., Meerov D.B., Monogarov K.A., Melnikov I.N., Kosareva E.K., Fershtat L.L., Sheremetev A.B., Dalinger I.L., Fomenkov I.V., Pivkina A.N.
Chemical Engineering Journal,
2021
3.
Sheldrick G.M.
Acta crystallographica. Section C, Structural chemistry,
2015
4.
Suponitsky K.Y., Lyssenko K.A., Antipin M.Y., Aleksandrova N.S., Sheremetev A.B., Novikova T.S.
Russian Chemical Bulletin,
2009
5.
Horneff T., Chuprakov S., Chernyak N., Gevorgyan V., Fokin V.V.
Journal of the American Chemical Society,
2008
6.
Chuprakov S., Hwang F., Gevorgyan V.
Angewandte Chemie - International Edition,
2007
7.
Voronin A.A., Churakov A.M., Klenov M.S., Strelenko Y.A., Fedyanin I.V., Tartakovsky V.A.
European Journal of Organic Chemistry,
2017
8.
Kumar D., Mitchell L.A., Parrish D.A., Shreeve J.M.
Journal of Materials Chemistry A,
2016
9.
Yin P., Zhang J., Parrish D.A., Shreeve J.M.
Chemistry - A European Journal,
2014
10.
Tang Y., Gao H., Parrish D.A., Shreeve J.M.
Chemistry - A European Journal,
2015
11.
He C., Zhang J., Parrish D.A., Shreeve J.M.
Journal of Materials Chemistry A,
2013
12.
Yin P., He C., Shreeve J.M.
Journal of Materials Chemistry A,
2016
13.
Fischer D., Gottfried J.L., Klapötke T.M., Karaghiosoff K., Stierstorfer J., Witkowski T.G.
Angewandte Chemie,
2016
14.
Gao H., Zhang Q., Shreeve J.M.
Journal of Materials Chemistry A,
2020
15.
Kumar D., Imler G.H., Parrish D.A., Shreeve J.M.
Chemistry - A European Journal,
2017
16.
Muravyev N.V., Monogarov K.A., Melnikov I.N., Pivkina A.N., Kiselev V.G.
Physical Chemistry Chemical Physics,
2021
17.
Zaitsev A.A., Dalinger I.L., Shevelev S.A.
Russian Chemical Reviews,
2009
18.
Dalinger I.L., Cherkasova T.I., Shevelev S.A.
Mendeleev Communications,
1997
19.
Du Y., Zhang J., Peng P., Su H., Li S., Pang S.
New Journal of Chemistry,
2017
20.
Yang F., Zhang P., Zhou X., Lin Q., Wang P., Lu M.
Crystal Growth and Design,
2020
21.
Muravyev N.V., Wozniak D.R., Piercey D.G.
Journal of Materials Chemistry A,
2022
22.
Mostinski Y., Heynen G.J., López-Alberca M.P., Paul J., Miksche S., Radetzki S., Schaller D., Shanina E., Seyffarth C., Kolomeets Y., Ziebart N., de Schryver J., Oestreich S., Neuenschwander M., Roske Y., et. al.
Journal of Medicinal Chemistry,
2020
23.
Akter M., Rupa K., Anbarasan P.
Chemical Reviews,
2022
24.
Zheng P., Yang W., Wu W., Isayev O., Dral P.O.
Journal of Physical Chemistry Letters,
2022
25.
Wang Y., Wang Z., Tang Y.
Chemical Record,
2020
26.
Khoranyan T.E., Serushkina O.V., Vatsadze I.A., Suponitsky K.Y., Monogarov K.A., Shkineva T.K., Dalinger I.L.
Russian Chemical Bulletin,
2022
27.
Shkineva T.K., Serushkina O.V., Vatsadze I.A., Khoranyan T.E., Dalinger I.L.
Russian Chemical Bulletin,
2022
28.
Liang Q., Hayashi K., Zeng Y., Jimenez-Santiago J.L., Song D.
Chemical Communications,
2021
29.
Khoranyan T.E., Shkineva T.K., Vatsadze I.A., Shakhnes A.K., Muravyev N.V., Sheremetev A.B., Dalinger I.L.
Chemistry of Heterocyclic Compounds,
2022
30.
Chakrasali R.T., Srinivasa Rao C., Ila H., Junjappa H.
Journal of Heterocyclic Chemistry,
1993
31.
Dalinger I.L., Shkineva T.K., Vatsadze I.A., Kormanov A.V., Kozeev A.M., Suponitsky K.Y., Pivkina A.N., Sheremetev A.B.
FirePhysChem,
2021
32.
33.
Michaelis A., Klopstock H.
1907
34.
Gonzalez E., Sarlin R., Elguero J.
Journal of Heterocyclic Chemistry,
1975
35.
Rangnekar D.W., Dhamnaskar S.V.
Journal of Heterocyclic Chemistry,
1988
36.
Vicentini C.B., Manfredini S., Manfrini M., Bazzanini R., Musiu C., Putzolu M., Perra G., Marongiu M.E.
Archiv der Pharmazie,
1998
37.
Rangnekar D.W., Tagdiwala P.V.
Dyes and Pigments,
1986
38.
Giori P., B. Vicentini C., Ferretti V., C. Veronese A.
Heterocycles,
1995
39.
Manfredini S., Beatrice Vicentini C., Manfrini M., Bianchi N., Rutigliano C., Mischiati C., Gambari R.
Bioorganic and Medicinal Chemistry,
2000
40.
Liang Q., Hayashi K., Philippi F., Song D.
Canadian Journal of Chemistry,
2023
41.
B. Townsend L., A. Berry D., Chien T.
Heterocycles,
2004
42.
Giori P., B. Vicentini C., C. Veronese A., Poli T., Guarneri M.
Heterocycles,
1991
43.
Zhang Z., Gevorgyan V.
Chemical Reviews,
2024
44.
Khoranyan T.E., Gushchina P.K., Suponitsky K.Y., Dalinger I.L.
Russian Chemical Bulletin,
2024
45.
Shkineva T.K., Krasnova S.A., Dalinger I.L.
Chemistry of Heterocyclic Compounds,
2024