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Paper | Regular issue | Vol 43, No. 5, 1996, pp.1007-1013
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7387
Condensed 1,2,4-Triazines: Synthetic and Molecular Modeling Studies of 5,8-Dihydro-7-methylpyrazino[2,3-e]-1,2,4-triazines

Cherng-Chyi Tzeng *, Kuan-Han Lee, Yeh-Long Chen, and Tai-Chi Wang

*School of Chemistry, Kaohsiung Medical College, Kaohsiung City 807, Taiwan, R.O.C.


5,8-Dihydro-7-methylpyrazino[2,3-e]-1,2,4-triazines (dihydroazapteridines) were prepared by Hinsberg reaction of 5,6-diamino-1,2,4-triazines with bromoacetone via a regiospecific fashion. The initial Z-form Schiff base intermediates cyclized to give 5,6-dihydro-7-methylpyrazino[2,3-e]-1,2,4-triazines which underwent π redistribution to afford 5,8-dihydro-7-methylpyrazino[2,3-e]-1,2,4-triazines as final products.