Nitropyrazoles. 3. Synthesis of C-(diformylmethyl)nitropyrazoles was written by Dalinger, I. L.;Shkineva, T. K.;Shevelev, S. A.;Krat, V.;Arnold, Z.. And the article was included in Izvestiya Akademii Nauk, Seriya Khimicheskaya in 1993.Category: pyrazoles-derivatives This article mentions the following:
A double Vilsmeier formylation of a C-Me group in pyrazole derivatives occurs when a nitro group is adjacent to the Me group. Thus, dimethylnitropyrazole I was treated with DMF and POCl3 to give diperchlorate II, which was hydrolyzed to bis(diformylmethyl) derivative III. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4Category: pyrazoles-derivatives).
3-Methyl-4-nitro-1H-pyrazole (cas: 5334-39-4) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.Category: pyrazoles-derivatives
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics