反应详情

A mixture of 5.00 g (21.5 mmol) 4-chloro-6-nitro-quinoline-3-carbonitrile, 250 ml ethanol, and 6.07 g (25.6 mmol) 3-chloro-4-thiophenoxyaniline was heated to reflux under N2. Removed heat at about 8 hours, made basic with saturated sodium bicarbonate, stripped solvents and azeotroped with ethanol. Slurried residue with hexane and collected solids. Washed with water and dried in vacuo. Dissolved nearly completely in 400 ml ethyl acetate, stirred with Darco and filtered. Stripped solvent and boiled in hexane to remove last of the excess aniline. Dried in vacuo, giving 6.90 g of red solid: mass spectrum (electrospray m/e): M+H=433.1, 435.1.

1. temperaturewas heated
2. temperatureto reflux under N2
3. customRemoved
4. temperatureheat at about 8 hours
5. customazeotroped with ethanol
6. customcollected solids
7. washWashed with water
8. customdried in vacuo
9. dissolutionDissolved nearly completely in 400 ml ethyl acetate
10. filtrationfiltered
11. customto remove last of the excess aniline
12. customDried in vacuo