An unexpected replacement of a methyl with an amino in the tetramethylpyrazine system

作者：Lang, Ming; Yao, Hui; Fu, Pengfei; Cai, Wei; Wang, Yuqiang; Yu, Pei^*

来源：Research on Chemical Intermediates, 2015, 41(8): 5621-5626.

DOI：10.1007/s11164-014-1686-6

• Unexpected
• Tetramethylpyrazine
• Methyl
• Amino group
• Nitrile

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 I-2 in combination with TBHP as an external oxidant. The product was confirmed by ESI-MS, HRMS, H-1-NMR, C-13-NMR, and 2D-NMR. The mechanism for the formation of the amino group in the tetramethylpyrazine system is also proposed.

• 出版日期2015-8
• 单位暨南大学