Abstract
Nitration of 3,5-dinitropyrazole with HNO3–H2SO4 mixture gives 3,4,5-trinitro-1H-pyrazole, which in reaction with ammonia, amines or thiols under mild conditions undergoes regioselective nucleophilic substitution of the 4-positioned nitro group.
References
1.
Dalinger I.L., Popova G.P., Vatsadze I.A., Shkineva T.K., Shevelev S.A.
Russian Chemical Bulletin,
2009
2.
Hervé G., Roussel C., Graindorge H.
Angewandte Chemie - International Edition,
2010
3.
Catalan J., Elguero J.
Advances in Heterocyclic Chemistry,
1987
4.
Zaitsev A.A., Dalinger I.L., Shevelev S.A.
Russian Chemical Reviews,
2009
5.
Benedetti F., Marshall D.R., Stiriling C.J.
Journal of the Chemical Society Chemical Communications,
1982
6.
Serushkina O.V., Dutov M.D., Solkan V.N., Shevelev S.A.
Russian Chemical Bulletin,
2001
7.
Shevelev S.A., Dalinger I.L., Cherkasova T.I.
Tetrahedron Letters,
2001
8.
Rozhkov V.V.
Synthesis,
1999
9.
Vinogradov V.M., Cherkasova T.I., Dalinger I.L., Shevelev S.A.
Russian Chemical Bulletin,
1993
10.
Dalinger I.L., Cherkasova T.I., Shevelev S.A.
Mendeleev Communications,
1997