反应详情

温度

60 °C

A mixture of N-(4-chloro-3-methylisothiazol-5-yl)-α-[(dimethylamino)methylene]-[2-(2,2-dimethylpropyl)benzoxazol-5-yl]acetamide (0.20 g, 0.00046 mole) [from Example 5] and ethylamine hydrochloride (0.0225 g, 0.0028 mole) in tetrahydrofuran (4 ml) and water (1 ml) was heated for 24 hours at 60° C. The mixture was cooled to room temperature, the solvent was evaporated in vacuo and the residue partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic extract was dried over anhydrous magnesium sulfate, filtered and the filtrate was evaporated in vacuo. Further purification by flash column chromatography, eluting with ethyl acetate:hexane at 2:3 by volume, gave N-(4-chloro-3-methylisothiazol-5-yl)-α-[(ethylamino)methylene]-[2-(2,2-dimeth-ylpropyl)benzoxazol-5-yl]acetamide as a colourless solid (0.17 g). Analysis by 1H NMR showed the product comprised a mixture of E- and Z-isomers.

1. temperatureThe mixture was cooled to room temperature
2. customthe solvent was evaporated in vacuo
3. customthe residue partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution
4. extractionThe organic extract
5. dry with materialwas dried over anhydrous magnesium sulfate
6. filtrationfiltered
7. customthe filtrate was evaporated in vacuo
8. customFurther purification by flash column chromatography
9. washeluting with ethyl acetate