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Paper | Special issue | Vol 47, No. 1, 1998, pp.301-314
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S(N)17
A Multinuclear NMR Study (1H, 13C, 15N) of 1-Monosubstituted Pyrazoles

Rosa María Claramunt,* Dionisia Sanz, María Dolores Santa María, José Antonio Jiménez, María Luisa Jimeno, and José Elguero*

*Instituto de Química Médica, C. S. I. C., Calle Juan de Cierva, 3, 28006 Madrid, Spain

Abstract

The chemical shifts and coupling constants of twenty-three pyrazoles bearing different substituents at position 1 have been studied by 1H, 13C and 15N NMR spectroscopy in solution. Three new pyrazoles (N-pyrazolyl-P,P,P-triphenylphospha-λ5-azene, sodium 1-hydroxypyrazolate and 1-trifluoromethanesulfonylpyrazole) have been prepared; moreover, to assign the signals of some compounds, two other pyrazoles have been synthesized labelled in both nitrogen atoms with 15N (1-benzyl and 1-hydroxypyrazole). The tautomerism of 1-hydroxypyrazole has been reexamined.