A novel and unexpected product, 5-amino-3,6-dimethyl-2-pyrazinecarbonitrile (3), was obtained during the attempted to synthesis of 3,5,6-trimethyl-2-pyrazinecarbonitrile (2) from its corresponding alcohol (1) by the catalytic amount of KI or I2 in combination with TBHP as an external oxidant. The product was confirmed by ESI–MS, HRMS, 1H-NMR, 13C-NMR, and 2D-NMR. The mechanism for the formation of the amino group in the tetramethylpyrazine system is also proposed.
Research on Chemical Intermediates – Springer Journals
Published: May 11, 2014
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