Acta Crystallographica Section E

Volume 67, Part 6 (June 2011)


organic compounds



bt5544 scheme

Acta Cryst. (2011). E67, o1425    [ doi:10.1107/S160053681101748X ]

2,5-Bis[4-(dimethylamino)phenyl]-3,6-dimethylpyrazine

S. Moschel, D. Schollmeyer and H. Detert

Abstract: The title compound, C22H26N4, was prepared from p-dimethylaminopropiophenone in six steps. The molecule has no crystallographic symmetry. The dihedral angles between the pyrazine ring and the phenyl rings are 35.81 (6) and 37.11 (8)°. The dimethylamino groups are essentially planar (sum of the bond angles at N = 359.3 and 359.9°) and nearly coplanar with the adjacent aromatic ring [dihedral angles = 5.54 (11) and 7.40 (3)°]. This effect and the short aniline C-N bonds can be rationalised in terms of charge transfer from the amino groups to the central pyrazine ring.


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