Norchlorcyclizine → HCID 19370338, Verbindung

A mixture of N-(3-bromopropyl)phthalimide (26.8 g), 1-(4-chlorobenzhydryl)piperazine (28.6 g) and anhydrous potassium carbonate (13.8 g) in dimethylformamide (150 ml) was stirred at 70° C. for 2.5 hours. After being cooled to ambient temperature, the reaction mixture was poured into ice-water. The crystalline precipitate was collected by filtration, dried and dissolved in ethanol (800 ml). To the solution was added hydrazine hydrate (11.0 g) and the mixture was refluxed for 20 hours. The reaction mixture was hot-filtered and stood to cool. The obtained crystal was suspended in 10% hydrochloric acid (500 ml). The suspension was filtered and the filtrate was concentrated. The resultant residue was neutralized with aqueous sodium carbonate and extracted with chloroform. The extract was washed with water, dried and evaporated in vacuo to give 1-(3-aminopropyl)-4-(4-chlorobenzhydryl)piperazine (35.0 g) as an oil.

1. temperatureAfter being cooled to ambient temperature
2. filtrationThe crystalline precipitate was collected by filtration
3. customdried
4. dissolutiondissolved in ethanol (800 ml)
5. additionTo the solution was added hydrazine hydrate (11.0 g)
6. temperaturethe mixture was refluxed for 20 hours
7. filtrationThe reaction mixture was hot-filtered
8. temperatureto cool
9. filtrationThe suspension was filtered
10. concentrationthe filtrate was concentrated
11. extractionextracted with chloroform
12. washThe extract was washed with water
13. customdried
14. customevaporated in vacuo

ORD-Eintrag

ord-55ecf7cf07e4465285851bfc40d4753b

Quelldatensatz

uspto-grants-1986_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04591590