Oxidative N-N coupling of N-alkyl-3-aminopyrazoles to azopyrazoles in aqueous solutions of NaOCl and NaOBr was written by Lyalin, B. V.;Sigacheva, V. L.;Ugrak, B. I.;Petrosyan, V. A.. And the article was included in Russian Chemical Bulletin in 2021.Category: pyrazoles-derivatives This article mentions the following:
The influence of the structures of N-alkyl-3-aminopyrazoles on their transformation into azopyrazoles on treatment with sodium hypohalogenites was studied. The reaction of 3-aminopyrazoles unsubstituted at position 4 containing donor substituents with neutral solutions of sodium hypohalogenites lead to mixtures of 3,3′-azopyrazoles (yields 1-40%) and 4,4′-dihalo-3,3′-azopyrazoles (yields 20-79%). In this case, generation of 3,3′-azopyrazoles was favored by the addition of NaOH to the reaction mixture The N-N coupling of aminopyrazoles with acceptor substituents in the aromatic ring resulted in the selective formation of 3,3′-azopyrazoles even in neutral media. The reactions of 4-substituted 3-aminopyrazoles with NaOBr afforded only 3,3′-azopyrazoles. The regularities of occurrence of all the above processes were discussed. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4Category: pyrazoles-derivatives).
1-Ethyl-1H-pyrazol-3-amine (cas: 55361-49-4) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.Category: pyrazoles-derivatives
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics