N-(2-Hydroxyethyl)-5-(4-methoxyphenyl)-4H-pyrazole-3-carboxamide

In the title compound, C13H15N3O3, the dihedral angle between the benzene and pyrazole rings is 7.7 (1)° and the O—C—C—N torsion angle of the side chain is 74.1 (2)°. In the crystal, molecules are linked by O—H⋯O, N—H⋯O and N—H⋯N hydrogen bonds.

In the title compound, C 13 H 15 N 3 O 3 , the dihedral angle between the benzene and pyrazole rings is 7.7 (1) and the O-C-C-N torsion angle of the side chain is 74.1 (2) . In the crystal, molecules are linked by O-HÁ Á ÁO, N-HÁ Á ÁO and N-HÁ Á ÁN hydrogen bonds.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6641).
were stirred for 8 h at room temperature. It was then poured into diluted acetic acid and was further stirred for 20 min and then filtered to give the yellow solid and dried. Then this dried solid and hydrazine (0.05 mol) in ethanol (200 ml) refluxed for 3.5 h and then stood for 8 h yielded the yellow solid. The solid (0.004 mol) subsequently was reacted with ethanolamine (20 ml) for 4 h at 80 °C in the presence of pyridine (20 ml). The mixture was then poured into ice cold water to afford the white solid. The compound was recrystallized from methanol as colourless slabs. Yield: 0.75 g, 70.7%.

Refinement
All hydrogen atoms were placed in calculated positions using a riding model, with d(C-H) = 0.93 Å for aromatic, 0.97 Å for CH 2 and 0.96 Å for CH 3 atoms, and with U iso (H) = 1.2-1.5Ueq(C, O).

Figure 1
The molecular structure of the title compound, with 30% probability displacement ellipsoids for non-H atoms.  Hydrogen bonds in the title compound.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.