反应详情

A mixture of 178.2 mg (1.1 mmol) of 2,4-dichloroaniline and 44.0 mg (1.1 mmol) of sodium hydride in anhydrous DMF is stirred at room temperature for 0.5 hours. To the mixture is added 149.4 mg (0.5 mmol) of 4-chloro-7,8-dimethoxybenzo[g]quinoline-3-carbonitrile. The resulting mixture is heated at 50–60° C. for 1 hour. After cooling, the mixture is diluted with water and extracted with ethyl acetate. The organic phase is washed with brine and dried over sodium sulfate. Removal of the solvent yields a dark residue which is purified on preparative TLC (developing solvent: 97:3 methylene chloride/methanol), giving a yellow foam. Trituration of the foam with diethyl ether containing several drops of methanol yields 126.1 mg (59.5%) of the product as a yellow solid, mp 271–273° C.

1. temperatureThe resulting mixture is heated at 50–60° C. for 1 hour
2. temperatureAfter cooling
3. extractionextracted with ethyl acetate
4. washThe organic phase is washed with brine
5. dry with materialdried over sodium sulfate
6. customRemoval of the solvent
7. customyields a dark residue which
8. customis purified on preparative TLC (developing solvent: 97:3 methylene chloride/methanol)
9. customgiving a yellow foam