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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 330283Erstellt: 24. Oktober 2026

Azobisisobutyronitrile → 5-Bromo-2-(bromomethyl)benzo[b]thiophene

https://huagongshe.com/de/reaction/330283

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAzobisisobutyronitrileHCID 6547—
EduktN-bromobutanimideHCID 67184—
Edukt5-Bromo-2-methyl-1-benzothiopheneHCID 13663035—
LösungsmittelCarbon TetrachlorideHCID 5943—
Produkt5-Bromo-2-(bromomethyl)benzo[b]thiopheneHCID 1481935290,1%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

According to the procedure of S. Gronowitz, et al., Synth. Commin., 6, (7), 475 (1976), to a stirred, boiling partial solution of N-bromosuccinimide (17.63 g, 0.099 mol) in CCl4 (200 mL) was added 2,2'-azobis-(2-methylpropionitrile) (1.1 g, 0.007 mol). After one minute, a solution of 5-bromo-2-methylbenzthiophene (15.0 g, 0.066 mol) in CCl4 (100 mL) was added. The resulting mixture was heated at reflux for 2 hours and cooled to 0° C. The solid was filtered. The filtrate was concentrated to give 18.19 g (90%) of product as an orange solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04895860
Quelldatensatzuspto-grants-1990_01
ORD IDord-b90f1f9bb09e477b8e1100f37d3a4b81
Quellennotizuspto-grants-1990_01