Abstract 3‐Substituted‐2‐acylaminoindazoles 2 were prepared via oxidative cyclization of o‐aminoaryl ketone acylhydrazones 1 with iodosobenzene diacetate. Their electron ionization mass spectra were recorded and in addition to the molecular ions show common fragmentation pathways corresponding to the [M‐N2]+, [M‐NHCOX]+ and [M‐COX]+ ions, with some influence on the skeletal fragmentation by different substituents.