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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 634539Erstellt: 25. Oktober 2026

Pyridine → 4-Chloro(1)benzothieno(3,2-d)pyrimidine

https://huagongshe.com/reaction/634539

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktPhosphorus oxychlorideHCID 24813—
Edukt[1]benzothieno[3,2-d]pyrimidin-4(3H)-oneHCID 135442517—
Produkt4-Chloro(1)benzothieno(3,2-d)pyrimidineHCID 821835169,7%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

Benzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one (10.78 g, 26.7 mmol) was treated with pyridine (2.68 mL, 33.3 mmol) and phosphoryl trichloride (53.4 mL, 573 mmol), then heated to reflux at 110° C. for 1 hr. Excess POC3 was removed and cautiously quenched with ice water in an ice bath. The pH was adjusted to ˜5 with ammonium hydroxide. Solid was collected by filtration washed with water. The solid was dried to give 4-chlorobenzo[4,5]thieno[3,2-d]pyrimidine (10 g, 85% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09324949B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-4aeaefb447f3446780396f3ac5032d94
Quellennotizuspto-grants-2016_04