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La synthèse et les propriétés spectroscopiques en rmn de 44 dérivés nitrés de l'indazole dont 23 sont décrits pour la première fois, ont été étudiées. En fonction des rendements, on indique la meilleure voie d'accés aux dérivés halogénés méthyle's (halogénation avant ou après méthylation du nitro indazole). La réactivité' relative des différents sites du cycle vis à vis de l'agent électrophile est discutée.

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The fused five- and six-membered rings in the title mol­ecule, C10H9N3O2, are essentially coplanar, the largest deviation from the mean plane being 0.012 (1) Å for the C atom linked to the nitro group. The fused-ring system makes a dihedral angle of 11.34 (6)° with the nitro group, leading to a syn-periplanar conformation. The plane through the atoms forming the allyl group is nearly perpendicular to the indazole fused-ring system, as indicated by the dihedral angle of 73.3 (5)°. In the crystal, each mol­ecule is linked to its symmetry equivalent about the center of inversion by pairs of non-classical C—H⋯O hydrogen bonds, forming an extended tape motif parallel to the (-12-1) plane.

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In the title compound, C10H6BrN3O2, the indazole fused-ring system is nearly planar (r.m.s. deviation = 0.008 Å); its nitro substituent is nearly coplanar with the fused ring [dihedral angle = 4.5 (2)°]. In the crystal, adjacent mol­ecules are linked by weak acetyl­ene–nitro C—H⋯O hydrogen bonds, generating a helical chain running along the b axis.

Halogenation of Pyrazolo(1,5,4-ef )(1,5)benzodiazepinones with N-Halogenosuccinimides.--(RAKIB, E. M.; BENCHIDMI, M.; ESSASSI, E. M.; RODI, Y. K.; BELLAN, J.; LOPEZ, L.; Bull. Soc. Chim.