Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70450Erstellt: 24. Oktober 2026

Potassium Carbonate → 3-((2-Amino-4-chlorophenyl)thio)-1-(pyrrolidin-1-yl)propan-1-one

https://huagongshe.com/de/reaction/70450

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Amino-4-chlorobenzenethiolHCID 12000—
EduktPyrrolidineHCID 31268—
EduktPropanoyl chloride, 3-bromo-HCID 84944—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-((2-Amino-4-chlorophenyl)thio)-1-(pyrrolidin-1-yl)propan-1-oneHCID 8669099550,9%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of K2CO3 (3.6 g, 26 mmol) in THF (20 ml) was added pyrrolidine (2.1 ml, 26 mmol) at room temperature, then the mixture was cooled to −78° C. and 3-bromopropanoyl chloride (1.0 g, 5.83 mmol) was added slowly. After it was stirred for 30 min, 2-amino-4-chlorobenzenethiol (837 mg, 5.24 mmol) was added to the mixture and the reaction was stirred at room temperature for 3 hours. The mixture was diluted with water, extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (0˜30% EtOAc in hexane) to yield the title compound (760 mg, 46%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822530B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-407ee69d0d2446c7b08cd2559c4e95aa
Quellennotizuspto-grants-2014_09