|
|
|
| Synthesis and Crystal Structure of Ethyl 1-(2-bromoethyl)-3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate |
| WANG Yi;SHAO Hua;XU Wei-Ren ;WANG Jian-Wu |
| School of Chemistry and Chemical Engineering, Shandong University. |
|
|
|
|
Abstract The title compound ethyl 1-(2-bromoethyl)-3-(4-methoxyphenyl)-1H-pyrazole-5-carboxylate 1 has been synthesized and structurally characterized by single-crystal X-Ray diffraction. The crystal is of monoclinic (C15H17BrN2O3, Mr = 353.22), space group C21, with a = 24.691(7), b = 6.7678(17), c = 17.884(5)Å, β = 97.184(5)º, V = 2965.1(13) Å3, Z = 8, Dc =1.583 g·cm-3, F(000) = 1440, μ = 2.784 mm-1, the final R = 0.0260 and wR = 0.0596 for 2684 observed reflections with I > 2σ(I). All the carbon atoms in the molecule are nearly coplanar except C(15), with a large conjugated system among the carbonyl group, pyrazole ring and the benzene ring. Three non-classical intermolecular hydrogen bonds help to stabilize the crystal lattice.The regioselectivity was rationalized based on the coordination of potassium ion with the N-anion and the carbonyl oxygen atom.
|
|
Received: 12 April 2011
|
|
Corresponding Authors:
WANG Jian-Wu
|
|
|
|
|
|
|
2012, Vol. 31 
