Fluoroazoles. II. Synthesis and  1 H and  19 F Nmr spectra of 2‐, 4‐, and 5‐Fluoro‐1‐methylimidazole | Zendy

Fabra F. | Zendy; Gálvez C. | Zendy; González A. | Zendy; Viladoms P. | Zendy; Vilarrasa J. | Zendy

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Fluoroazoles. II. Synthesis and 1 H and 19 F Nmr spectra of 2‐, 4‐, and 5‐Fluoro‐1‐methylimidazole

Author(s) -

Fabra F.,

Gálvez C.,

González A.,

Viladoms P.,

Vilarrasa J.

Publication year - 1978

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570150731

Subject(s) - chemistry , tautomer , imidazole , nmr spectra database , ring (chemistry) , spectral line , medicinal chemistry , proton nmr , stereochemistry , organic chemistry , physics , astronomy

The three possible ring‐monofluorinated N ‐methylimidazoles have been prepared by photochemical irradiation of the corresponding diazonium tetrafluoroborates. 5‐Fluoro‐1‐methyl‐imidazole was also obtained by methylation of 1‐acetyl‐4‐fluoroimidazole. The 1 H and 19 F nmr spectra of these N ‐methylated fluoroazoles are compared, and the predominance of one tautomeric form in 4(5)‐fluoroimidazole is discussed.

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