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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56282Erstellt: 24. Oktober 2026

Toluene → 3-(3-chloro-4-morpholinophenyl)-2-((3-chlorophenoxy)methyl)-6-methyl-pyrimidin-4(3H)-one

https://huagongshe.com/de/reaction/56282

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktAmmonium ChlorideHCID 25517—
Edukt2-(3-Chlorophenoxy)acetamideHCID 2745969—
EduktN-(3-chloro-4-morpholinophenyl)-3-oxobutanamideHCID 90022603—
KatalysatorTitanium isopropoxideHCID 11026—
LösungsmittelO-XyleneHCID 7237—
Produkt3-(3-chloro-4-morpholinophenyl)-2-((3-chlorophenoxy)methyl)-6-methyl-pyrimidin-4(3H)-oneHCID 9005170064%

Reaktionsbedingungen

Temperatur165 °C

Reaktionsschritte

A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (0.48 g, 1.62 mmol), 2-(3-chlorophenoxy)acetamide (0.60 g, 3.24 mmol) and titanium tetraisopropanolate (2.4 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.46 g, 64%). The compound was characterized by the following spectroscopic data:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434695B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-6dcbc20cf52e40a79ed93a3709ffb114
Quellennotizuspto-grants-2016_09