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Updated: May 31, 2026

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
2,5-Bis[4-(dimethyl-amino)-phen-yl]-3,6-dimethyl-pyrazine
Sebastian Moschel1, Dieter Schollmeyer, Heiner Detert
1University Mainz, Duesbergweg 10-14, 55099 Mainz, Germany.
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.
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