反应详情

Tetrachloropyrazine (22 g, 0.1 mol), ethylaminoethanol (9 g, 0.1 mol), and crushed KOH (16.5 g, 85% assay, 0.25 mol) were contacted overnight in 200 ml of refluxing benzene. Work-up gave a mixture of the oxazine (25%) and of the O-adduct (75%). The mixture was dissolved in THF and triethylamine (20 g, 0.2 mol) was added and held at reflux temperature for 6 days. The solid was filtered, the THF rotary evaporated, and the residual oil was partitioned between water and CH2Cl2. The organic layer was dried (MgSO4) and rotary evaporated to leave an oily residue. This was recrystallized from hexane and IPA to give two crops totaling 2.8 g (12% yield), m.p. 108°-10°.

1. customWork-up gave
2. temperatureat reflux temperature for 6 days
3. filtrationThe solid was filtered
4. customthe THF rotary evaporated, and the residual oil was partitioned between water and CH2Cl2
5. dry with materialThe organic layer was dried (MgSO4)
6. customrotary evaporated
7. customto leave an oily residue
8. customThis was recrystallized from hexane and IPA
9. customto give two crops