Hydrochloric Acid → HCID 178426011, Verbindung

To a solution of 7-(5-fluoro-2-methylphenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (1.1 g) and aminoguanidine hydrochloride (0.54 g) in ethanol (30 ml) were added concentrated hydrochloric acid (1.0 ml) and water (1.0 ml), and the mixture was refluxed for 6 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in water. The mixture was washed with ethyl acetate, and to the aqueous layer was added sodium hydrogen carbonate solution to make it alkaline. The solution was extracted with ethyl acetate, and the organic layer was washed with water and saturated brine, dried with magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in ethanol, and to the mixture was added 1N hydrochloric acid (10 ml). The mixture was concentrated, and precipitated crystals were recrystallized from ethanol to give 7-(5-fluoro-2-methylphenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 165) (1.4 g) as colorless crystals.

1. temperaturethe mixture was refluxed for 6 hours
2. customUnder reduced pressure, the solvent was evaporated
3. dissolutionthe residue was dissolved in water
4. washThe mixture was washed with ethyl acetate
5. additionto the aqueous layer was added sodium hydrogen carbonate solution
6. extractionThe solution was extracted with ethyl acetate
7. washthe organic layer was washed with water and saturated brine
8. dry with materialdried with magnesium sulfate
9. concentrationconcentrated under reduced pressure
10. dissolutionThe residue was dissolved in ethanol
11. additionto the mixture was added 1N hydrochloric acid (10 ml)
12. concentrationThe mixture was concentrated
13. customprecipitated crystals
14. customwere recrystallized from ethanol

ORD-Eintrag

ord-96b145866bf54d8ab9a5474a7b5b1772

Quelldatensatz

uspto-grants-2002_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06350749B1