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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 226082Erstellt: 27. Oktober 2026

Dimethylformamide → 3-Chlorothieno(2,3-b)pyridine

https://huagongshe.com/reaction/226082

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktDichloromethaneHCID 6344—
Edukt3-Bromothieno[2,3-b]pyridineHCID 289926—
KatalysatorCupric ChlorideHCID 24014—
Produkt3-Chlorothieno(2,3-b)pyridineHCID 59819171%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

500 mg of 3-Bromo-thieno[2,3-b]pyridine (2.3 mmol) and 136 mg of copper chloride (I) (2.78 mmol) are placed into reaction vial with 3.0 ml of dry DMF. The vial is capped with a Teflon cap and heated at 130° C. overnight. The reaction mixture is poured into CH2Cl2 and washed with NaHCO3, brine and dried over Na2SO4. The solvents are removed and the residue applied onto a chromatography silica-gel column (Hexane:AcOEt=10:1) to give 280 mg of the title compound (71%); mass spectrum (m/e): 170; 1H-NMR (CDCl3): 8.53 (m, 1H), 8.11 (m, 1H), 7.41 (m, 2H) ppm.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07557103B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-9a16d2eae99c4a91b7f613cb47df8182
Quellennotizuspto-grants-2009_07