反应详情

A mixture of 7-(2-fluorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.35 g), aminoguanidine hydrochloride (0.16 g), concentrated hydrochloric acid (0.21 ml), water (0.21 ml) and ethanol (40 ml) was refluxed for 7 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in water. The solution was washed with ethyl acetate, and to the mixture was added sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried with magnesium sulfate. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in ethanol. To the solution was added 1N hydrochloric acid (3 ml), and the mixture was concentrated under reduced pressure. The residue was recrystallized from ethanol to give 7-(2-fluorophenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 59) (0.33 g) as colorless crystals.

1. temperaturewas refluxed for 7 hours
2. customUnder reduced pressure, the solvent was evaporated
3. dissolutionthe residue was dissolved in water
4. washThe solution was washed with ethyl acetate
5. additionto the mixture was added sodium hydrogen carbonate solution
6. extractionthe mixture was extracted with ethyl acetate
7. washThe organic layer was washed with water and saturated brine
8. dry with materialdried with magnesium sulfate
9. customUnder reduced pressure, the solvent was evaporated
10. dissolutionthe residue was dissolved in ethanol
11. additionTo the solution was added 1N hydrochloric acid (3 ml)
12. concentrationthe mixture was concentrated under reduced pressure
13. customThe residue was recrystallized from ethanol