反应详情

Anhydrous zinc chloride (0.133 g, 0.98 mmol) was fused with a nitrogen purge in a round bottom flask with an open flame. The reaction vessel was allowed to return to ambient temperature, then dioxane (7 mL) was added. To this mixture was added 3-(2-chloro-phenyl)-6-fluoro-2-methyl-3H-quinazolin-4-one (0.14 g, 0.49 mmol), acetic anhydride (0.138 mL, 1.46 mmol), and 2-methylthiazole-4-carboxaldehyde (0.185 g, 1.46 mmol in 4 mL of dioxane). The reaction was refluxed 4 hours, cooled to ambient temperature, and diluted with water. The mixture was repeatedly extracted with chloroform. The combined chloroform layer was washed with water and brine and finally dried over sodium sulfate and concentrated to leave a dark residue. This residue was triturated with ether, filtered and dried to afford 0.16 9 (57%) of 3-(2-chloro-phenyl)-6-fluoro-2-[2-(2-methyl-thiazol-4-yl)-vinyl]-3H-quinazolin-4-one as tan solid.

1. custompurge in a round bottom flask with an open flame
2. customto return to ambient temperature
3. additiondioxane (7 mL) was added
4. temperatureThe reaction was refluxed 4 hours
5. extractionThe mixture was repeatedly extracted with chloroform
6. washThe combined chloroform layer was washed with water and brine
7. dry with materialfinally dried over sodium sulfate
8. concentrationconcentrated
9. customto leave a dark residue
10. customThis residue was triturated with ether
11. filtrationfiltered
12. customdried