反应详情

Chloroform (1000 ml) was added to N-(2-aminoethyl)-p-chloroaniline (116.67 g) and the mixture was dissolved. Triethylamine (83.02 g) and 2-chloro-3-nitropyridine (108.40 g) were added to the resultant solution on ice in this order and stirred for 2 hours at room temperature. Subsequently, the resultant mixture was refluxed for one hour, cooled, washed with water (500 ml×2), and the aqueous layer was extracted with chloroform (500 ml). The aqueous layer was combined with the chloroform layer, washed with saturated brine, and dehydrated over anhydrous magnesium sulfate. After filtration, the solvent was removed under reduced pressure. The thus-obtained crystalline residue was purified by silica gel chromatography (elution solvent=chloroform:methanol=100:5), to thereby obtain the target compound in the form of colorless crystals (195.97 g).

1. dissolutionthe mixture was dissolved
2. temperaturecooled
3. washwashed with water (500 ml×2)
4. extractionthe aqueous layer was extracted with chloroform (500 ml)
5. washwashed with saturated brine
6. filtrationAfter filtration
7. customthe solvent was removed under reduced pressure
8. customThe thus-obtained crystalline residue was purified by silica gel chromatography (elution solvent=chloroform:methanol=100:5)