反应详情

A suspension in ethanol (80 ml) of 6-amino-2-(3,4-methylendi-oxy-phenyl)-quinazoline (5 g, 0.019 mol) and S-2-naphthylmethyl thioacetimidate bromidrate (5.63 g, 0.019 mol, prepared as described in Tetrahedron Letters 38, 179-182 (1997), was stirred at r.t. for 24 hrs. Then S-2-naphthylmethyl thioacetimidate bromidrate (2.8 g, 0.010 mol) was added and the mixture was stirred at r.t. for further 24 hrs., then was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The aqueous layer was basified with Na2CO3 and extracted with ethyl acetate. The product was extracted with aqueous HCl (0.001 N) for three times. The aqueous layers were collected, basified with Na2CO3 and extracted with ethyl acetate. The organic layer was washed with water and dried over Na2SO4, concentrated under reduced pressure, and then the residue was triturated with diethyl ether. The yellow solid was filtered and dried in vacuum to give the titled product (2.4 g, 42% yield).

1. stirringthe mixture was stirred at r.t. for further 24 hrs
2. concentration, then was concentrated under reduced pressure
3. customThe residue was partitioned between ethyl acetate and water
4. extractionextracted with ethyl acetate
5. extractionThe product was extracted with aqueous HCl (0.001 N) for three times
6. customThe aqueous layers were collected
7. extractionextracted with ethyl acetate
8. washThe organic layer was washed with water
9. dry with materialdried over Na2SO4
10. concentrationconcentrated under reduced pressure
11. customthe residue was triturated with diethyl ether
12. filtrationThe yellow solid was filtered
13. customdried in vacuum