反应详情

A solution of 5-amino-1-pentanol (28.03 g, 271.4 mmol) in N,N-dimethylformamide (200 mL) was added over a period of 45 minutes to a solution of 2,4-dichloro-5,6-dimethyl-3-nitropyridine (60.01 g, 271.4 mmol) in N,N-dimethylformamide. The reaction was stirred overnight and then the N,N-dimethylformamide was removed by vacuum distillation. The residue was dissolved in ethyl acetate (500 mL), washed with water (4×75 mL), dried over magnesium sulfate and then concentrated under reduced pressure. The crude product was dissolved in hot ethyl acetate (400 mL). Hexane was added until a clear solution was obtained then the mixture was allowed to cool to ambient temperature. The resulting precipitate was isolated by filtration and washed with cold hexane to provide 26.87 g of 5-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]pentan-1-ol as a solid. An additional 4.41 g was isolated from the filtrate.

1. customthe N,N-dimethylformamide was removed by vacuum distillation
2. dissolutionThe residue was dissolved in ethyl acetate (500 mL)
3. washwashed with water (4×75 mL)
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. dissolutionThe crude product was dissolved in hot ethyl acetate (400 mL)
7. additionHexane was added until a clear solution
8. customwas obtained
9. customThe resulting precipitate was isolated by filtration
10. washwashed with cold hexane