Fragmentation sous l'Impact Electronique d'Amino-4 triazole-1,2,4 ones-5

Les spectres de masse d'un certain nombre d'amino-4 triazole-1,2,4 ones-5 differemment substituees en position 1 sont rapportes; ils mettent en evidence de nouveaux rearrangements et des migrations d'hydrogene. La comparaison des spectres normaux et des spectres d'energie cinetique obtenus selon la technique simili MIKE a permis de determinerla structure des ions moleculaires et des ions fragments et de decrirela formation de ces derniers. Ces resultats montrent que ľion moleculaire des amino-4 triazolones-5 non substituees en position 1 existe probablement en phase gazeuse sous deux formes tautomeres (N-1-H et OH). The mass spectra of several 4-amino-1,2,4-triazole-5-ones with different groups in position 1 have been recorded and show new skeletal rearrangements and hydrogen migrations. The comparison of the ‘normal’ and mass analysed ion kinetic energy spectra obtained by the ‘simili MIKE’ technique permits the determination of the molecular ion and fragment ion structures and also the mechanism of formation of these ions. These results show that the molecular ion of the N-1 unsubstituted 4-amino-1,2,4-triazole-5-ones exists in the gas phase in two tautomeric forms.

[1]  V. Cohen.  Preparation of some 3-hydroxy- and 3-mercapto-1,2,4-triazoles. Reaction of aliphatic selenone esters with semicarbazide and thiosemicarbazide derivatives , 1978 .

[2]  P. Viallefont,et al.  Fragmentation sous l'Impact Electronique de Bitriazoles-5(3),1′ et de Bitriazoles-4,4′ , 1978 .

[3]  F. McLafferty,et al.  Polypeptide sequencing by liquid chromatography mass spectrometry. , 1978, Biomedical mass spectrometry.

[4]  G. Cauquis,et al.  Fragmentation de Quelques Hydrazines, Tétrahydrocinnolines et Pyrazolidines sous I'Impact Electronique , 1977 .

[5]  P. Viallefont,et al.  Fragmentation sous l'Impact Electronique de Diamino-4,5 Triazoles-1,2,4 et d'Amino-4 Mercapto-5 Triazoles-1,2,4 , 1977 .

[6]  P. Upadhyaya,et al.  Electron impact induced fragmentation of some 1,2,4‐triazole derivatives , 1977 .

[7]  A. Maquestiau,et al.  Réarrangements cycliques de N‐alkylbromo‐1,2,4‐triazoles sous l'impact electronique , 1977 .

[8]  R. Cooks,et al.  Simulated MIKE spectra from a conventional double focusing mass spectrometer , 1976 .

[9]  A. Maquestiau,et al.  Fragmentation d'azoles sous l'impact electronique. X—etude de rearrangements cycliques en serie alkylamino-1,2,4-triazole , 1975 .

[10]  J. Daunis,et al.  Determination de la structure d'halogenotriazoles-1,2,4 par spectrometrie de masse , 1975 .

[11]  R. Kallury,et al.  Mass spectra of 1,2,4-triazoles: A novel skeletal rearrangement , 1975 .

[12]  K. Klebe,et al.  Fragmentation behaviour and ring expansion of 1‐methylimidazole and 1‐methylpyrazole upon electron‐impact , 1973 .

[13]  K. T. Potts,et al.  Mesoionic compounds—XIX: Mass spectral fragmentation patterns for some five‐membered systems containing oxygen, nitrogen and sulfur , 1973 .

[14]  H. Timpe.  Massenspektren von s‐Triazol‐4‐N‐iminen , 1973 .

[15]  J. Bowie,et al.  Mass spectra of 1,2,4‐triazoles—II: Alkyl 1,2,4‐triazoles , 1973 .

[16]  R. Flammang,et al.  Fragmentation du 1,2,4‐triazole sous L'impact electronique , 1972 .

[17]  J. Bowie,et al.  Mass spectra of 1,2,4-Rriazoles. I. Methyl- and Phenyl-1,2,4-triazoline-5-thiones , 1972 .

[18]  K. T. Potts,et al.  Mass spectra of some 1,2,4‐triazole derivatives , 1971 .

[19]  R. G. Gillis.  Mass spectra of some N-amino compounds , 1971 .

[20]  S. Shibuya,et al.  Studies on the syntheses of azole derivatives—V: The mass spectra of 1,2,4-triazoles and oxadiazoles (studies on the syntheses of heterocyclic compounds—CCCLXXIV)†‡ , 1971 .

[21]  Ej Browne.  N-Unsubstituted 1,2,4-Triazole-3-carbaldehydes , 1971 .

[22]  U. Singh,et al.  Mass spectral fragmentation patterns of isomeric s‐Triazolo[4,3‐a]pyridines and s‐triazolo[1,5‐a]pyridines , 1971 .

[23]  H. Timpe,et al.  Massenspektren von 1,2,4-Triazol-4-N-oxiden , 1970 .

[24]  D. M. Forkey,et al.  Mass spectrometry of methyltetrazoles , 1969 .

[25]  C. Djerassi,et al.  Mass spectrometry in structural and stereochemical problems. CXLIX. Question of ring expansion in the fragmentation of carbon-13 nitrogen heterocycles , 1968 .

[26]  J. E. Boggs,et al.  Mass Spectrometry for Structure Determination. Simple Nitrogen Heterocycles , 1964 .