Hydrochloric Acid → HCID 178479521, Verbindung

To a solution of 7-(2-chlorophenyl)-4-(4-chlorophenyl)-5,6,7,8-tetrahydrocinnolin-5-one (0.18 g) and aminoguanidine hydrochloride (65 mg) in ethanol (10 ml) were added concentrated hydrochloric acid (0.12 ml) and water (0.12 ml), and the mixture was refluxed for 6 hours. Under reduced pressure, the solvent was evaporated, and to the residue was added sodium hydrogen carbonate solution to make the solution alkaline. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate-methanol). The resulting crystals were dissolved in 1N hydrochloric acid (1 ml), and the solution was concentrated. The residue was recrystallized from ethanol-ethyl acetate to give 7-(2-chlorophenyl)-4-(4-chlorophenyl)-5-guanidinoimino-5,6,7,8-tetrahydrocinnoline hydrochloride (Compound 145) (0.13 g) as colorless crystals.

1. temperaturethe mixture was refluxed for 6 hours
2. customUnder reduced pressure, the solvent was evaporated
3. additionto the residue was added sodium hydrogen carbonate solution
4. extractionThe mixture was extracted with ethyl acetate
5. washthe organic layer was washed with water
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified with silica gel column chromatography (ethyl acetate-methanol)
8. dissolutionThe resulting crystals were dissolved in 1N hydrochloric acid (1 ml)
9. concentrationthe solution was concentrated
10. customThe residue was recrystallized from ethanol-ethyl acetate

ORD-Eintrag

ord-8f23f9e5f8754cc18139853baad8967a

Quelldatensatz

uspto-grants-2002_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06350749B1