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2,5-Bis[4-(dimethyl-amino)-phen-yl]-3,6-dimethyl-pyrazine.


ABSTRACT: The title compound, C(22)H(26)N(4), was prepared from p-dimethyl-amino-propiophenone in six steps. The mol-ecule has no crystallographic symmetry. The dihedral angles between the pyrazine ring and the phenyl rings are 35.81?(6) and 37.11?(8)°. The dimethyl-amino 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.

SUBMITTER: Moschel S 

PROVIDER: S-EPMC3120404 | biostudies-other | 2011 Jun

REPOSITORIES: biostudies-other

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2,5-Bis[4-(dimethyl-amino)-phen-yl]-3,6-dimethyl-pyrazine.

Moschel Sebastian S   Schollmeyer Dieter D   Detert Heiner H  

Acta crystallographica. Section E, Structure reports online 20110514 Pt 6


The title compound, C(22)H(26)N(4), was prepared from p-dimethyl-amino-propiophenone in six steps. The mol-ecule has no crystallographic symmetry. The dihedral angles between the pyrazine ring and the phenyl rings are 35.81 (6) and 37.11 (8)°. The dimethyl-amino 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 rationalis  ...[more]

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