1-Phenylpiperazine → HCID 14763436, compound

To a solution of 5.7 g (0.035 mole) of 1,1'-carbonyldiimidazole in 75 ml of tetrahydrofuran (THF) was added a solution of 3.5 g (0.034 mole) of 3-dimethylaminopropylamine in 75 ml of THF and the reaction mixture was stirred at ambient temperature for 1.5 hr. A solution of 4.9 g (0.03 mole) of 1-phenylpiperazine in 50 ml of THF was added and the reaction mixture was heated at reflux for 20 hr. The solution was concentrated under reduced pressure and the residue was dissolved in 150 ml of benzene. The solution was washed thrice with 50 ml portions of water and once with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give an oil as residue which crystallized upon standing. The solid was triturated with petroleum ether (30°-60° C.), collected by filtration and recrystallized from cyclohexane to yield 5.0 g (57%) of title compound as a white solid, m.p. 91°-95° C.

1. temperaturethe reaction mixture was heated
2. temperatureat reflux for 20 hr
3. concentrationThe solution was concentrated under reduced pressure
4. dissolutionthe residue was dissolved in 150 ml of benzene
5. washThe solution was washed thrice with 50 ml portions of water
6. dry with materialonce with brine, dried over anhydrous sodium sulfate
7. concentrationconcentrated under reduced pressure
8. customto give an oil as residue which
9. customcrystallized
10. customThe solid was triturated with petroleum ether (30°-60° C.)
11. filtrationcollected by filtration
12. customrecrystallized from cyclohexane

ORD record

ord-66521629da094bd5bd639b17f0090c09

Source dataset

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04960776