Synthesis and pharmacological activity of N-hetaryl-3(5)-nitropyridines was written by Klimenko, A. I.;Divaeva, L. N.;Zubenko, A. A.;Morkovnik, A. S.;Fetisov, L. N.;Bodryakov, A. N.. And the article was included in Russian Journal of Bioorganic Chemistry in 2015.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole This article mentions the following:
Previously undescribed 2-, 4 or 6-substituted hetaryl-3(5)-nitropyridines were synthesized by the interaction of a number of chloro-substituted 3(5)-nitropyridines with some diazoles or 3-chloropyridazin-6-one. In addition, pyrazolyl-3-nitropyridines were prepared by both the above method and cyclization of hydrazinopyridines, which, in turn, were synthesized by the treatment of chloro-substituted 3-nitropyridines with hydrazine. It has been shown that these compounds have a moderate antibacterial activity against some pathogenic gram-pos. and gram-neg. bacteria (Staphylococcus aureus and Escherichia coli) and a strong protistocidal effect on protozoa species Colpoda steinii surpassing in this respect clin. used reference drugs. In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole).
4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor–donor motifs, whether as a monocyclic ring or as a fused indazole ring. 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.Application In Synthesis of 4-Chloro-3,5-dimethyl-1H-pyrazole
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics