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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 218528Erstellt: 24. Oktober 2026

Sodium Chloride → 1-(2-Bromo-4-nitrophenyl)tetrahydropyrimidin-2(1H)-one

https://huagongshe.com/de/reaction/218528

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
Edukt2-Bromo-1-fluoro-4-nitrobenzeneHCID 69699—
Edukt2(1H)-Pyrimidinone, tetrahydro-HCID 74615—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt1-(2-Bromo-4-nitrophenyl)tetrahydropyrimidin-2(1H)-oneHCID 59586715—

Reaktionsschritte

910 mg (9.09 mmol) of tetrahydropyrimidinone in 39 ml of DMSO are admixed at RT with 1.53 g (13.6 mmol) of potassium tert-butoxide, and the mixture is stirred at room temperature for 30 min. 2.00 g (9.09 mmol) of 2-bromo-1-fluoro-4-nitrobenzene are added and the mixture is stirred at 60° C. After 18 h, it is cooled and added to 600 ml of water and 160 ml of saturated aqueous sodium chloride solution. It is extracted three times with 300 ml each time of ethyl acetate, and the combined organic phases are dried over sodium sulfate. After filtration, the solvents are removed under reduced pressure and the residue is purified by chromatography on silica gel (60:1 dichloromethane/ethanol). This affords 481 mg (17% of theory) of the desired compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198267B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-9f39347d968c465b9431cc946213fff9
Quellennotizuspto-grants-2012_06