Preparation of 1H-Indazole-3-carbonitrile

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1-Methyl-1H-indazole-3-carboxylic acid

The asymmetric unit of the title compound, C(9)H(8)N(2)O(2), contains two mol-ecules. In the crystal structure, both mol-ecules form inversion dimers via pairs of O-H⋯O hydrogen bonds, and a C-H⋯O inter-ation is also seen.

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In the title compound, C10H8ClN3O2, the indazole ring system makes a dihedral angle of 7.9 (3)° with the plane through the nitro group. The allyl group is rotated out of the plane of the indazole ring system [N-N-C-C torsion angle = 104.28 (19)°]. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds, forming zigzag chains propagating along the b-axis direction.

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3-Bromo-6-nitro-1-(prop-2-yn­yl)-1H-indazole

In the title compound, C(10)H(6)BrN(3)O(2), 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 mol-ecules are linked by weak acetyl-ene-nitro C-H⋯O hydrogen bonds, generating a helical chain running along the b axis.

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ژورنال

عنوان ژورنال: Organic Syntheses

سال: 2020

ISSN: 2333-3553

DOI: 10.15227/orgsyn.097.0314