反应详情

To a suspension of EtONH2.HCl (171 mg, 2.06 mmol) in EtOH (5 ml) was added K2CO3 (288 mg, 2.06 mmol) and stirring was continued for 20 min at ambient temperature. A solution of 6-bromo-1-methyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-one (500 mg, 1.72 mmol) in EtOH (5 ml) was added and stirring was continued for 12 h affording a milky suspension. Since the conversion was not complete, the same amount of EtONH2.HCl in EtOH and K2CO3 were separately mixed and added to the reaction mixture affording after 60 min full conversion. The mixture was concentrated under reduced pressure followed by addition of water and ethyl acetate then the phases were separated. The aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography eluting with ethyl acetate/heptane, gradient, afforded 6-bromo-N-ethoxy-1-methyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-imine as a yellow solid and a single isomer.

1. stirringstirring
2. waitwas continued for 12 h
3. customaffording a milky suspension
4. additionadded to the reaction mixture
5. customaffording after 60 min full conversion
6. concentrationThe mixture was concentrated under reduced pressure
7. additionfollowed by addition of water and ethyl acetate
8. customthe phases were separated
9. extractionThe aqueous phase was extracted with ethyl acetate
10. dry with materialThe combined organic phases were dried over Na2SO4
11. filtrationfiltered
12. concentrationconcentrated in vacuo
13. customPurification by flash chromatography
14. washeluting with ethyl acetate/heptane, gradient